CN1032658A - The process for purification of rutin-hydroxyethyl derivative - Google Patents
The process for purification of rutin-hydroxyethyl derivative Download PDFInfo
- Publication number
- CN1032658A CN1032658A CN 87101399 CN87101399A CN1032658A CN 1032658 A CN1032658 A CN 1032658A CN 87101399 CN87101399 CN 87101399 CN 87101399 A CN87101399 A CN 87101399A CN 1032658 A CN1032658 A CN 1032658A
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- China
- Prior art keywords
- rutin
- hydroxyethyl derivative
- purification
- hydroxyethyl
- exchange resin
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Abstract
A kind of process for purification of rutin-hydroxyethyl derivative, be by synthetic rutin-hydroxyethyl derivative parting liquids such as rutin, sodium hydroxide, chloroethanols, through cationic exchange resin, anion exchange resin is refining repeatedly, through impurity such as phenolic resinoid, charcoal absorption pigments, again through macroporous adsorbent absorption and remove macromolecular organic impurity, the finished fluid that obtains through concentrating under reduced pressure, spraying drying get final product the rutin-hydroxyethyl derivative of low, the production safety of good quality, product yield height, cost.
Description
The invention belongs to the process for purification of medicine, say so in more detail about the process for purification of rutin-hydroxyethyl derivative.
The hydroxyethyl derivative of well-known rutin be by rutin and sodium hydroxide, chloroethanol under 55-75 ℃ of temperature, through the ethoxyl etherification synthetic.Its principal reaction formula is
(R in the formula
1Be the rue glycosyl), the synthesis reaction solution of this rutin-hydroxyethyl derivative obtains the synthetic parting liquid of rutin-hydroxyethyl derivative again after acidifying, separation.Because rutin in the ethoxyl etherification process, except that generating a large amount of impurity sodium-chlor, also generates oxidation, degradation production and the positive colloid shape thing of rutin.Above-mentioned impurity has certain influence to the quality of medicine, so must remove.English Patent Brit GB104501 has reported the synthetic parting liquid rutin-hydroxyethyl derivative, after concentrating under reduced pressure, drying, pulverizing, refining repeatedly with lower alcohols such as dehydrated alcohols, rutin-hydroxyethyl derivative drying, pulverizing again after refining promptly gets the process for purification of rutin-hydroxyethyl derivative finished product.Have with the processing method of the refining rutin-hydroxyethyl derivative of lower alcohols such as dehydrated alcohol that production cost height, product yield are low, the quality instability of product, and in process of production owing to need to use a large amount of lower alcohols such as dehydrated alcohol, burn, explode easily, the producer's health is also had shortcomings such as certain infringement.
Purpose of the present invention just provides that a kind of production cost is low, the process for purification of the rutin-hydroxyethyl derivative of product yield height, quality product excellence, operational safety.
In order to achieve the above object, feature of the present invention is the parting liquid warp of the rutin-hydroxyethyl derivative that obtained after synthetic, acidifying by rutin, sodium hydroxide, chloroethanol
(a) cationic exchange resin, anionic exchange resin are made with extra care repeatedly;
(b) impurity such as phenolic resin, charcoal absorption pigment;
(c) macroporous adsorbent adsorbs macromolecular organic impurity;
(d) finished fluid concentrating under reduced pressure, spraying drying under 45-95 ℃ of temperature.
Because the hydroxyethyl derivative of rutin is to thermally labile, quality to product produces certain influence easily when temperature is higher, so synthetic rutin-hydroxyethyl derivative parting liquid is in the ion-exchange resin treating process, the controlled temperature of its operation is generally 10-35 ℃, is preferably 20-30 ℃.
Owing to rutin-hydroxyethyl derivative influences easily the quality and the yield of product with iron ion generation organic metal chelate complex, so used equipment, container, exchange column etc. all are Stainless Steel Products, enamelware, plastics etc. in the treating process of rutin-hydroxyethyl derivative.
The renovation process of employed various ion-exchange resins, macroporous adsorbent in the rutin-hydroxyethyl derivative treating process, generally the renovation process with known ion-exchange resin class gets final product.
Through the refining rutin-hydroxyethyl derivative that obtains of method of the present invention, since have the product foreign matter content low, reduced product cost, improved the advantages such as yield, production safety of the quality of product and product, so can be widely used in the process for refining process of derivatives such as rutin-hydroxyethyl.
The present invention give further instruction in order to illustrate better below by embodiment.
Embodiment 1
In 500 milliliters of four-hole boiling flasks that agitator, condensation reflux device, thermometer are housed, add 200 ml distilled waters, taking by weighing 61 gram rutins is suspended in the distilled water it, add 12 gram sodium hydroxide (30% aqueous solution) after the turn on agitator again, add 24.2 gram chloroethanols when being heated to 55 ℃, reaction under 75 ℃ of temperature, insulation 2 hours, cold slightly back is used in the dilute hydrochloric acid and pH4-5, cold filtration.(the polystyrene strong-acid cation exchanges resin to rutin-hydroxyethyl derivative parting liquid after the filtration through cationic exchange resin under 20 ℃ of temperature, Jining antibiotics plant product type 85003), anion-exchange resin (Jining antibiotics plant product type 85007), refining three times repeatedly, refined liquid is again through phenolic resin (Jining antibiotics plant product type 85005) and activated carbon decolorizing, absorption impurity, uses then that macroporous adsorbent (Jining antibiotics plant product type D-6) is refining, the macromolecular organic impurity of absorption promptly gets the rutin-hydroxyethyl derivative finished fluid.This finished fluid is evaporated to the concentration about 40% under 55 ℃ of temperature, promptly get smart powder 48 grams of rutin-hydroxyethyl derivative again through vacuum-drying or spraying drying, yield about 78.6%.
Comparative example 1
By the rutin-hydroxyethyl derivative filtering separation liquid of 61 gram rutins through obtaining with the rutin synthesis route among the embodiment 1, under 70-80 ℃ of temperature, be evaporated to the thick paste shape, vacuum-drying 5 hours under 70-75 ℃ of temperature again, pulverize the rutin-hydroxyethyl derivative crude product.Crude product is packed into 2, in 000 milliliter the there-necked flask, add 1,400 milliliter of dehydrated alcohol, be heated with stirring to 70 ℃, be incubated 45 minutes, the filtrate cooling was placed 18 hours, separate out the rutin-hydroxyethyl derivative crystal, separate out crystal through dehydrated alcohol heating for dissolving, filtration again through separating, filter the crystal that obtains, collect elaboration then, vacuum-drying is 3 hours under 65 ℃ of temperature, pulverize the smart powder of rutin-hydroxyethyl derivatives of about 42 grams.Yield is about 68.8%.
As shown in table 1 by the every index of rutin-hydroxyethyl derivative that embodiment 1, comparative example 1 obtain.
The simple declaration of accompanying drawing
Accompanying drawing is the thin layer scanning quantitative analysis figure of embodiment 1 rutin-hydroxyethyl derivative
1 is four hydroxyethyl rutins among the figure, the 2nd, and Z 6000, the 3rd, the dihydroxy ethyl rutin, 4 is hydroxyethyl rutins, the 5th, rutin.
Claims (3)
1, a kind of hydroxyethyl derivative with rutin is the process for purification of the medicine of effective ingredient,
R in the formula
1Be the rue glycosyl,
R
2, R
3, R
4, R
5Be H base or CH
2CH
2The OH base,
It is characterized in that, acidifying rutin-hydroxyethyl derivative parting liquid warp synthetic by reaction
(a) cationic exchange resin, anionic exchange resin are made with extra care repeatedly,
(b) impurity such as phenolic resin, charcoal absorption pigment,
(c) macroporous adsorbent adsorbs macromolecular organic impurity,
(d) finished fluid concentrating under reduced pressure, spraying drying under 45-95 ℃ of temperature.
2, the process for purification of rutin-hydroxyethyl derivative according to claim 1 is characterized in that the temperature with the refining rutin-hydroxyethyl derivative of ion-exchange resin is 10-35 ℃.
3, the process for purification of rutin-hydroxyethyl derivative according to claim 1 is characterized in that employed equipment, container are Stainless Steel Products, enamelware, plastics.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 87101399 CN1032658A (en) | 1987-10-19 | 1987-10-19 | The process for purification of rutin-hydroxyethyl derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 87101399 CN1032658A (en) | 1987-10-19 | 1987-10-19 | The process for purification of rutin-hydroxyethyl derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1032658A true CN1032658A (en) | 1989-05-03 |
Family
ID=4813390
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 87101399 Pending CN1032658A (en) | 1987-10-19 | 1987-10-19 | The process for purification of rutin-hydroxyethyl derivative |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1032658A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1053192C (en) * | 1995-12-28 | 2000-06-07 | 山东医科大学 | Method for refining rutin |
| FR2787111A1 (en) * | 1998-12-11 | 2000-06-16 | Negma Lab | TROXERUTINE WITH HIGH TRIHYDROXY-ETHYL-RUTOSIDE CONTENT, HIGH WETABILITY, AND METHOD OF PREPARATION |
| CN1056850C (en) * | 1996-04-15 | 2000-09-27 | 山东医科大学 | Synthetizing and refining process for trihydroxyethyl rutin |
| CN100402542C (en) * | 2006-04-20 | 2008-07-16 | 山东师范大学 | Hydroxy butyl rutin derivatives and preparation process thereof |
| CN103059083A (en) * | 2012-12-31 | 2013-04-24 | 李玉山 | Process for purifying troxerutin crystallization mother liquor |
| CN105669802A (en) * | 2016-03-15 | 2016-06-15 | 山西大学 | Method for purifying troxerutin from troxerutin industrial decoction dreg |
| CN106589017A (en) * | 2016-11-14 | 2017-04-26 | 重庆市碚圣医药科技股份有限公司 | Preparing method of 3',4',7'-troxerutin |
| CN110066300A (en) * | 2019-05-08 | 2019-07-30 | 丁朝霞 | Spent ion exchange resin refines the preparation method of Troxerutin and Troxerutin |
-
1987
- 1987-10-19 CN CN 87101399 patent/CN1032658A/en active Pending
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1053192C (en) * | 1995-12-28 | 2000-06-07 | 山东医科大学 | Method for refining rutin |
| CN1056850C (en) * | 1996-04-15 | 2000-09-27 | 山东医科大学 | Synthetizing and refining process for trihydroxyethyl rutin |
| FR2787111A1 (en) * | 1998-12-11 | 2000-06-16 | Negma Lab | TROXERUTINE WITH HIGH TRIHYDROXY-ETHYL-RUTOSIDE CONTENT, HIGH WETABILITY, AND METHOD OF PREPARATION |
| WO2000035933A1 (en) * | 1998-12-11 | 2000-06-22 | Laboratoires Negma | Troxerutin with high trihydroxy-ethyl-rutin content and method for preparing same |
| CN100402542C (en) * | 2006-04-20 | 2008-07-16 | 山东师范大学 | Hydroxy butyl rutin derivatives and preparation process thereof |
| CN103059083A (en) * | 2012-12-31 | 2013-04-24 | 李玉山 | Process for purifying troxerutin crystallization mother liquor |
| CN103059083B (en) * | 2012-12-31 | 2016-06-08 | 李玉山 | A kind of purifying process of troxerutin crystalline mother solution |
| CN105669802A (en) * | 2016-03-15 | 2016-06-15 | 山西大学 | Method for purifying troxerutin from troxerutin industrial decoction dreg |
| CN105669802B (en) * | 2016-03-15 | 2018-10-19 | 山西大学 | A method of purifying Troxerutin from the Troxerutin industry dregs of a decoction |
| CN106589017A (en) * | 2016-11-14 | 2017-04-26 | 重庆市碚圣医药科技股份有限公司 | Preparing method of 3',4',7'-troxerutin |
| CN106589017B (en) * | 2016-11-14 | 2019-10-29 | 重庆市碚圣医药科技股份有限公司 | The preparation method of 3 ', 4 ', 7- troxerutin |
| CN110066300A (en) * | 2019-05-08 | 2019-07-30 | 丁朝霞 | Spent ion exchange resin refines the preparation method of Troxerutin and Troxerutin |
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