JPS62187476A - Method for recovering tert-butyldimethylchlorosilane - Google Patents
Method for recovering tert-butyldimethylchlorosilaneInfo
- Publication number
- JPS62187476A JPS62187476A JP2944586A JP2944586A JPS62187476A JP S62187476 A JPS62187476 A JP S62187476A JP 2944586 A JP2944586 A JP 2944586A JP 2944586 A JP2944586 A JP 2944586A JP S62187476 A JPS62187476 A JP S62187476A
- Authority
- JP
- Japan
- Prior art keywords
- tert
- butyldimethylchlorosilane
- reaction
- solvent
- butyldimethylsilanol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 title claims description 23
- 238000000034 method Methods 0.000 title claims description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- FGWRMMTYIZKYMA-UHFFFAOYSA-N tert-butyl-hydroxy-dimethylsilane Chemical compound CC(C)(C)[Si](C)(C)O FGWRMMTYIZKYMA-UHFFFAOYSA-N 0.000 claims abstract description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 15
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 15
- 239000012024 dehydrating agents Substances 0.000 claims abstract description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract description 12
- 239000002904 solvent Substances 0.000 abstract description 10
- 239000003795 chemical substances by application Substances 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract description 6
- 239000000126 substance Substances 0.000 abstract description 5
- 239000002808 molecular sieve Substances 0.000 abstract description 4
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 abstract description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 2
- 238000010992 reflux Methods 0.000 abstract description 2
- 239000000741 silica gel Substances 0.000 abstract description 2
- 229910002027 silica gel Inorganic materials 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract 1
- 238000004821 distillation Methods 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- NXTYDKDYJFSZSO-UHFFFAOYSA-N butyl-hydroxy-dimethylsilane Chemical compound CCCC[Si](C)(C)O NXTYDKDYJFSZSO-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- CALGGFQNZSQKHH-UHFFFAOYSA-N dichloro-(2,2-dimethylpropyl)-methylsilane Chemical compound CC(C)(C)C[Si](C)(Cl)Cl CALGGFQNZSQKHH-UHFFFAOYSA-N 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- -1 etc. are added Chemical compound 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000001668 nucleic acid synthesis Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 239000012070 reactive reagent Substances 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明はｔｅｒｔ−ブチルジメチルクロロシランの回収
方法、特には医薬品工業などでシリル化剤として使用さ
れているｔｅｒｔ−ブチルジメチルクロロシランが反応
後ｔｅｒｔ−ブチルジメチルシラノールとして廃棄され
ているので、これをｔｅｒｔ−ブチルジメチルクロロシ
ランとして回収する方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a method for recovering tert-butyldimethylchlorosilane, in particular to a method for recovering tert-butyldimethylchlorosilane, which is used as a silylating agent in the pharmaceutical industry. Since this is discarded as butyldimethylsilanol, it relates to a method of recovering it as tert-butyldimethylchlorosilane.
（従来の技術）
現在、医薬品製造の分野では医薬品の合成の過程で中間
体中の活性水素をシリル化剤と反応させて保ＳＪ！を作
り、目的の反応が行オ〕れた後に加水分解してこの保護
基を除去するという方法が広く利用されている。そして
、このシリル化剤としてはバルキーな基をもっているｔ
ｅｒｔ−ブチルジメチルクロロシランが核酸合成、プロ
スタグランディン合成、各種天然物の合成などに数多く
用いられていてその有用性が認められており、このもの
は立体選択性が高く、かつそのシリル化生成物が高反応
性試薬に対して比較的安定であり、また、湿気や中性水
溶性中ではほとんど加水分解を受けず、したがって取り
扱いも容易であるという利点を有しているし、さらには
強い酸性条件下や非水溶剤中ではフッ素イオンＦ−によ
って選択的にはずすことができるという利点をもってい
る。(Prior art) Currently, in the field of pharmaceutical manufacturing, active hydrogen in an intermediate is reacted with a silylating agent during the pharmaceutical synthesis process to preserve SJ! A widely used method is to prepare a compound, perform the desired reaction, and then hydrolyze it to remove the protecting group. As this silylating agent, t has a bulky group.
Ert-butyldimethylchlorosilane is widely used in nucleic acid synthesis, prostaglandin synthesis, and the synthesis of various natural products, and its usefulness has been recognized. It has the advantage of being relatively stable against highly reactive reagents, hardly undergoing hydrolysis in humid or neutral aqueous environments, and therefore easy to handle. It has the advantage that it can be selectively removed by fluorine ion F- under certain conditions or in a non-aqueous solvent.
しかし、この’ｔｅｒｔ−ブチルジメチルクロロシラン
は高価であり、目的反応終了後にはｔｅｒｔ−ブチルジ
メチルシラノールとして目的物から脱離されるが、この
ｔｅｒｔ−ブチルジメチルシラノールは酸や塩基の存在
下でもほとんど脱水縮合しないのでこれを含有するシリ
ル化廃液は有用性がなく、そのま＼廃棄処分されている
ことから医薬品業界からはこのｔｅｒｔ−ブチルジメチ
ルシラノールの有効利用を画ってｔｅｒｔ−ブチルジメ
チルクロロシランを安価に供給することが強く望まれて
いる。However, this tert-butyldimethylchlorosilane is expensive and is eliminated from the target product as tert-butyldimethylsilanol after the desired reaction is completed, but this tert-butyldimethylsilanol is mostly dehydrated and condensed even in the presence of acids and bases. Therefore, the silylation waste liquid containing tert-butyldimethylsilanol is of no use and is disposed of as is, so the pharmaceutical industry is trying to make effective use of tert-butyldimethylsilanol and making tert-butyldimethylchlorosilane cheaper. It is strongly desired that the supply be provided.
（発明の構成）
本発明はこのような問題点を解決することのできるｔｅ
ｒｔ−ブチルジメチルクロロシランの回収方法に関する
もので、これはｔｅｒｔ−ブチルジメチルシラノールを
塩化水素と反応させてｔｅｒｔ−ブチルジメチルジクロ
ロシランに変換させることを特徴とするものである。(Structure of the invention) The present invention is a technique that can solve these problems.
The present invention relates to a method for recovering rt-butyldimethylchlorosilane, which is characterized by reacting tert-butyldimethylsilanol with hydrogen chloride to convert it into tert-butyldimethyldichlorosilane.
すなわち１本発明者は従来廃棄されていたｔｅｒｔ−ブ
チルジメチルシラノールの有効利用について種々検討し
た結果、このｔｅｒｔ−ブチルジメチルシラノールに塩
化水素を反応させるとこれをｔｅｒｔ−ブチルジメチル
クロロシランに変換させろことができること暫見出し、
この反応条件などについての研究を進めて本発明を完成
させた。That is, 1. As a result of various studies on the effective use of tert-butyldimethylsilanol, which had previously been discarded, the present inventor found that by reacting hydrogen chloride with tert-butyldimethylsilanol, it could be converted into tert-butyldimethylchlorosilane. A tentative list of things you can do,
The present invention was completed by conducting research on the reaction conditions.
本発明の方法はｔｅｒｔ−ブチルジメチルシラノールと
塩化水素を反応させることによって容易に行なうことが
できる。この反応は次式
％式％
（ｔ−Ｂｕはｔｅｒｔ−ブチル基を示す）で示すように
進行し、副生成物として水が副生ずるので、水を系外に
除去すれば反応は円滑に進むが、これには水の相分離あ
るいは脱水剤の利用が有利な手段となる。この反応を定
量的に進行させるためには塩化水素をｔｅｒｔ−ブチル
ジメチルシラノールに対して等モル以上添加する必要が
ある。しかし、必要以上の添加は経済的でないので、こ
れはｔｅｒｔ−ブチルジメチルシラノール１モルに対し
１〜１．３モルの範囲とすればよく、この範囲内での塩
化水素の添加でｔｅｒｔ−ブチルジメチルシラノールは
１００％の転換率でｔｅｒｔ−ブチルジメチルクロロシ
ランに転換される。The method of the present invention can be easily carried out by reacting tert-butyldimethylsilanol with hydrogen chloride. This reaction proceeds as shown in the following formula (% formula %) (t-Bu represents a tert-butyl group), and water is produced as a by-product, so if water is removed from the system, the reaction will proceed smoothly. However, phase separation of water or use of a dehydrating agent is an advantageous means for this purpose. In order to advance this reaction quantitatively, it is necessary to add hydrogen chloride in an amount equal to or more than the same mole relative to tert-butyldimethylsilanol. However, since it is not economical to add more than necessary, the amount should be in the range of 1 to 1.3 mol per 1 mol of tert-butyldimethylsilanol, and if hydrogen chloride is added within this range, tert-butyldimethyl Silanol is converted to tert-butyldimethylchlorosilane with 100% conversion.
この反応は特に溶媒を使用しなくてもよく、この場合に
は目的とするｔｅｒｔ−ブチルジメチルクロロシランの
融点と沸点の間の温度、したがって８４〜１２５℃の温
度で反応させればよいが、必要に応じてジクロロメタン
、クロロホルム、四塩化炭素、ジクロロエタンなどのよ
うな塩素化炭化水素溶媒の存在下で行なってもよく、こ
の場合には０℃から溶媒の還流温度の温度範囲で反応さ
せればよい。This reaction does not require the use of any particular solvent, and in this case, the reaction may be carried out at a temperature between the melting point and boiling point of the target tert-butyldimethylchlorosilane, therefore at a temperature of 84 to 125°C. Depending on the situation, the reaction may be carried out in the presence of a chlorinated hydrocarbon solvent such as dichloromethane, chloroform, carbon tetrachloride, dichloroethane, etc. In this case, the reaction may be carried out at a temperature range from 0°C to the reflux temperature of the solvent. .
目的とするｔｅｒｔ−ブチルジメチルクロロシランは反
応終了後、副生物の水を分液除去し、ついで溶媒を留去
したのち、残留を蒸留精製すれば純度９９％以上のもの
として定量的に回収することができる。After the reaction is complete, the target tert-butyldimethylchlorosilane can be recovered quantitatively with a purity of 99% or higher by removing the by-product water, distilling off the solvent, and purifying the residue by distillation. I can do it.
また、この反応は反応前の溶媒中に脱水剤１例えばモレ
キュラーシーブス、シリカゲル、塩化カルシウム、硫酸
カルシウム、硫酸マグネシウム。This reaction also involves adding a dehydrating agent 1, such as molecular sieves, silica gel, calcium chloride, calcium sulfate, or magnesium sulfate, to the solvent before the reaction.
硫酸ナトリウム、硫酸銅、硫酸などを入れて、二＼に塩
化水素を添加し、反応終了後にこの脱水剤を濾過除去す
れば水を分離することもなくろ液を得ることができ、こ
のろ液を蒸留精製すれば目的とするｔｅｒｔ−ブチルジ
メチルクロロシランを高純度で良好な収率で得ることが
できる。If sodium sulfate, copper sulfate, sulfuric acid, etc. are added, and hydrogen chloride is added to the mixture, and the dehydrating agent is removed by filtration after the reaction is completed, a filtrate can be obtained without separating water, and this filtrate By distilling and purifying the tert-butyldimethylchlorosilane, the desired tert-butyldimethylchlorosilane can be obtained with high purity and good yield.
なお、上記した本発明の方法で得られたｔｅｒｔ−ブチ
ルジメチルクロロシランは純度が高いので、このものに
はそのままでシリル化剤として再度使用することができ
るという有利性が与えられる。Note that, since the tert-butyldimethylchlorosilane obtained by the method of the present invention described above has a high purity, it has the advantage that it can be used again as a silylating agent as it is.
つぎに本発明の実施例をあげる。Next, examples of the present invention will be given.
実施例１
攪拌装置、冷却器、温度計および塩化水素吹き込み用の
管を取り付けたＩＱの四つロフラスコに、ｔｅｒｔ−ブ
チルジメチルシラノール１０２ｇ（０，７７モル）とク
ロロホルム４００ｍＱを仕込み、これらを攪拌しつ−こ
こに塩化水素ガス３６．５ ｇ（１，００モル）を１５
℃１時間７３０分吹き込んだところ、発熱が確認され反
応系は４０℃まで昇温した。Example 1 102 g (0.77 mol) of tert-butyldimethylsilanol and 400 mQ of chloroform were charged into an IQ four-bottle flask equipped with a stirrer, a condenser, a thermometer, and a tube for blowing hydrogen chloride, and these were stirred. - Here, 36.5 g (1,00 moles) of hydrogen chloride gas is added to 15
When the temperature was blown for 1 hour and 730 minutes, heat generation was confirmed and the temperature of the reaction system rose to 40°C.
反応終了後、反応混合物についてガスクロマトグラフ分
析を行なったところ、 ｔｅｒｔ−ブチルジメチルクロ
ロシランは転換率１００％でｔｅｒｔ−ブチルジメチル
クロロシランに転換されていることが確認されたので、
この反応混合物から溶剤を留去し、残留分について蒸留
精製を行ったところ、純度９９％のｔｅｒｔ−ブチルジ
メチルクロロシラン１１０ｇ（収率９５％）が得られた
。After the reaction was completed, gas chromatography analysis of the reaction mixture confirmed that tert-butyldimethylchlorosilane had been converted to tert-butyldimethylchlorosilane at a conversion rate of 100%.
The solvent was distilled off from the reaction mixture, and the residue was purified by distillation to obtain 110 g of tert-butyldimethylchlorosilane with a purity of 99% (yield: 95%).
なお、二Ｎに得られたｔｅｒｔ−ブチルジメチルクロロ
シラン（試料Ａ）を、ｔｅｒｔ−ブチルリチウムとジメ
チルジクロロシランとから合成したｔｅｒｔ−ブチルジ
メチルクロロシラン（試料Ｂ）と比較したところ、混融
試験でつぎの結果が得られ、両者は融点、沸点とも同一
であり、試料Ａがシリル化剤として再使用し得るもので
あることが確認された。In addition, when tert-butyldimethylchlorosilane (sample A) obtained in 2N was compared with tert-butyldimethylchlorosilane (sample B) synthesized from tert-butyllithium and dimethyldichlorosilane, it was found that The following results were obtained, and both had the same melting point and boiling point, confirming that Sample A could be reused as a silylating agent.
実施例２
実施例１で使用したＩＱの四つロフラスコに、ｔｅｒｔ
−ブチルジメチルシラノール１３２ｇ（１，００モル）
と四塩化炭素３００ｍＱおよび脱水剤としてのモレキュ
ラーシーブス３Ａ（和光純薬■製商品名〕２００ｍＱを
仕込み、ライでこＮにＯ〜４０′Ｃで塩化水素ガス４３
．８ ｇ （１，２０モル）を２時間かけて吹き込み、
反応終了後にモレキュラーシーブスを濾過して除去した
後、ろ液を蒸留精製したところ、純度９９％のｔｅｒｔ
−ブチルジメチルクロロシラン１２２ｇ（収率８１％）
が得られた。Example 2 Add tert to the IQ four-loaf flask used in Example 1.
-butyldimethylsilanol 132g (1,00mol)
300 mQ of carbon tetrachloride and 200 mQ of Molecular Sieves 3A (trade name manufactured by Wako Pure Chemical Industries, Ltd.) as a dehydrating agent were charged, and 43 mQ of hydrogen chloride gas was added to Lydeco N at O~40'C.
．． 8 g (1.20 mol) was blown in over 2 hours,
After the reaction was completed, the molecular sieves were removed by filtration, and the filtrate was purified by distillation, resulting in tert with a purity of 99%.
-Butyldimethylchlorosilane 122g (yield 81%)
was gotten.
実施例３
実施例１で使用したＩＱの四つロフラスコにｔｅｒｔ−
ブチルジメチルシラノール１３２ｇ（１，００モル）と
ジクロロメタン４００ｍＱおよび脱水剤としての無水塩
化亜鉛１６３ ｇ （１，２０モル）を仕込み、ついで
こＮに０〜３５℃で塩化水素ガス４７ｇ（１，３モル）
を２時間かけて吹き込み１反応終了後に含水塩化亜鉛を
濾過して除去し、炉液を蒸留精製したところ、純度９９
％のｔｅｒｔ−ブチルジメチルクロロシラン１２７ｇ（
収率８４％）が得られた。Example 3 Inject the IQ four-loop flask used in Example 1 with tert-
132 g (1,00 mol) of butyldimethylsilanol, 400 mQ of dichloromethane, and 163 g (1,20 mol) of anhydrous zinc chloride as a dehydrating agent were charged, and then 47 g (1,3 mol) of hydrogen chloride gas was added to N at 0 to 35°C. )
was blown in for 2 hours, and after the first reaction was completed, the water-containing zinc chloride was removed by filtration, and the furnace liquid was purified by distillation, and the purity was 99.
% tert-butyldimethylchlorosilane 127g (
A yield of 84%) was obtained.
実施例４〜１０
実施例１で使用したＩＱの四つロフラスコに第１表に示
した量のｔｅｒｔ−ブチルジメチルシラノールとジクロ
ロメタン４００＋ｏＱおよび第１表に示した種類および
量の脱水剤を仕込み、ついでニーに第１表に示した量の
塩化水素ガスを０〜４０℃で２時間かけて吹き込み、反
応終了後に脱水剤をυ１過して除去した後、このろ液を
蒸留精製したところ、沸点１２５℃のｔｅｒｔ−ブチル
ジメチルクロロシランを第１表に示した収率で得ること
ができた。Examples 4 to 10 The IQ four-loaf flask used in Example 1 was charged with the amounts of tert-butyldimethylsilanol and dichloromethane 400+oQ shown in Table 1, and the type and amount of dehydrating agent shown in Table 1, and then Hydrogen chloride gas in the amount shown in Table 1 was blown into the tube at 0 to 40°C for 2 hours, and after the reaction was completed, the dehydrating agent was removed by passing through υ1 υ1. The filtrate was purified by distillation, and the boiling point was 125. C. tert-butyldimethylchlorosilane could be obtained in the yield shown in Table 1.
Claims (1)
反応させてｔｅｒｔ−ブチルジメチルクロロシランに変
換させることを特徴とするｔｅｒｔ−ブチルジメチルク
ロロシランの回収方法。 ２、ｔｅｒｔ−ブチルジメチルシラノールと塩化水素と
の反応を脱水剤の存在下で行なわせる特許請求の範囲第
１項記載のｔｅｒｔ−ブチルジメチルクロロシランの回
収方法。[Claims] 1. A method for recovering tert-butyldimethylchlorosilane, which comprises reacting tert-butyldimethylsilanol with hydrogen chloride to convert it into tert-butyldimethylchlorosilane. 2. The method for recovering tert-butyldimethylchlorosilane according to claim 1, wherein the reaction between tert-butyldimethylsilanol and hydrogen chloride is carried out in the presence of a dehydrating agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2944586A JPS62187476A (en) | 1986-02-13 | 1986-02-13 | Method for recovering tert-butyldimethylchlorosilane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2944586A JPS62187476A (en) | 1986-02-13 | 1986-02-13 | Method for recovering tert-butyldimethylchlorosilane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62187476A true JPS62187476A (en) | 1987-08-15 |
Family
ID=12276319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2944586A Pending JPS62187476A (en) | 1986-02-13 | 1986-02-13 | Method for recovering tert-butyldimethylchlorosilane |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62187476A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003040156A1 (en) * | 2001-11-08 | 2003-05-15 | Hokko Chemical Industry Co., Ltd. | Production processes for triorganomonoalkoxysilanes and triorganomonochlorosilanes |
-
1986
- 1986-02-13 JP JP2944586A patent/JPS62187476A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| ORGANOSILICON COMPOONDS1960 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003040156A1 (en) * | 2001-11-08 | 2003-05-15 | Hokko Chemical Industry Co., Ltd. | Production processes for triorganomonoalkoxysilanes and triorganomonochlorosilanes |
| US8008521B2 (en) | 2001-11-08 | 2011-08-30 | Hokko Chemical Industry Co., Ltd. | Processes for the production of tri-organo-monoalkoxysilanes and process for the production of tri-organo-monochlorosilanes |
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