NO822134L - Fremgangsmaate for fremstilling av ortohydroksybensylalkoholer - Google Patents

Fremgangsmaate for fremstilling av ortohydroksybensylalkoholer

Info

Publication number: NO822134L
Authority: NO; Norway
Prior art keywords: reaction; phenol; catalyst; formaldehyde; aluminum
Prior art date: 1981-06-25

Application number

NO822134A

Other languages

English (en)

Norwegian (no)

Inventor

Robert Perrin

Roger Fugier

Original Assignee

Saint Gobain Isover

Priority date (The priority date 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 date listed.)

1981-06-25

Filing date

1982-06-24

Publication date

1982-12-27

1982-06-24 Application filed by Saint Gobain Isover filed Critical Saint Gobain Isover

1982-12-27 Publication of NO822134L publication Critical patent/NO822134L/no

Links

238000000034 method Methods 0.000 title claims abstract description 21
-1 HYDROXYBENZYL ALCOHOLS Chemical class 0.000 title claims abstract description 13
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 46
238000006243 chemical reaction Methods 0.000 claims abstract description 33
238000004519 manufacturing process Methods 0.000 claims abstract description 12
230000003197 catalytic effect Effects 0.000 claims abstract description 5
125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims abstract description 5
229910052751 metal Inorganic materials 0.000 claims abstract description 4
239000002184 metal Substances 0.000 claims abstract description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 63
229910052782 aluminium Inorganic materials 0.000 claims description 23
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 23
239000003054 catalyst Substances 0.000 claims description 18
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
239000000376 reactant Substances 0.000 claims description 5
150000002989 phenols Chemical class 0.000 claims description 4
GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims description 2
229910052733 gallium Inorganic materials 0.000 claims description 2
238000004817 gas chromatography Methods 0.000 claims description 2
239000007788 liquid Substances 0.000 claims description 2
238000004811 liquid chromatography Methods 0.000 claims description 2
125000006290 2-hydroxybenzyl group Chemical group [H]OC1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 abstract 1
229930040373 Paraformaldehyde Natural products 0.000 description 12
229920002866 paraformaldehyde Polymers 0.000 description 12
CQRYARSYNCAZFO-UHFFFAOYSA-N salicyl alcohol Chemical compound OCC1=CC=CC=C1O CQRYARSYNCAZFO-UHFFFAOYSA-N 0.000 description 11
239000000203 mixture Substances 0.000 description 10
238000006482 condensation reaction Methods 0.000 description 7
238000004458 analytical method Methods 0.000 description 5
239000000047 product Substances 0.000 description 5
238000000926 separation method Methods 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
239000004327 boric acid Substances 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
201000004624 Dermatitis Diseases 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
230000029936 alkylation Effects 0.000 description 2
238000005804 alkylation reaction Methods 0.000 description 2
208000010668 atopic eczema Diseases 0.000 description 2
150000001638 boron Chemical class 0.000 description 2
238000005755 formation reaction Methods 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
230000004048 modification Effects 0.000 description 2
238000012986 modification Methods 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
238000006136 alcoholysis reaction Methods 0.000 description 1
229910001854 alkali hydroxide Inorganic materials 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
150000001642 boronic acid derivatives Chemical class 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
230000009918 complex formation Effects 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
230000006378 damage Effects 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000006735 deficit Effects 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
229930014626 natural product Natural products 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229920003986 novolac Polymers 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
QBDSZLJBMIMQRS-UHFFFAOYSA-N p-Cumylphenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=CC=C1 QBDSZLJBMIMQRS-UHFFFAOYSA-N 0.000 description 1
NKTOLZVEWDHZMU-UHFFFAOYSA-N p-cumyl phenol Natural products CC1=CC=C(C)C(O)=C1 NKTOLZVEWDHZMU-UHFFFAOYSA-N 0.000 description 1
239000002304 perfume Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/115—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using acetals

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Saccharide Compounds (AREA)

NO822134A 1981-06-25 1982-06-24 Fremgangsmaate for fremstilling av ortohydroksybensylalkoholer NO822134L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR8112470A FR2508440B1 (fr)	1981-06-25	1981-06-25	Procede de preparation d'alcools orthohydroxybenzyliques

Publications (1)

Publication Number	Publication Date
NO822134L true NO822134L (no)	1982-12-27

Family

ID=9259860

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO822134A NO822134L (no)	1981-06-25	1982-06-24	Fremgangsmaate for fremstilling av ortohydroksybensylalkoholer

Country Status (10)

Country	Link
US (1)	US4460799A (de)
EP (1)	EP0069016B1 (de)
JP (1)	JPS5849327A (de)
AT (1)	ATE15644T1 (de)
CA (1)	CA1200254A (de)
DE (1)	DE3266376D1 (de)
DK (1)	DK284382A (de)
ES (1)	ES513416A0 (de)
FR (1)	FR2508440B1 (de)
NO (1)	NO822134L (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DK335086A (da) *	1985-08-05	1987-02-06	Michele Testa	Kemiske sammensaetninger og farmaceutiske praeparater til topisk brug indeholdende mindst en af de kemiske sammensaetninger i en terapeutiskvirksom maengde
US5242914A (en) *	1988-04-01	1993-09-07	Sankyo Company, Limited	2-(heterocyclylthio) carbapenem derivatives, their preparation and their use as antibiotics
ES2067534T3 (es) *	1988-04-01	1995-04-01	Sankyo Co	Derivados de 2-(heterocicliltio)carbapenemo, su preparacion y su aplicacion como antibioticos.
EP0485613B1 (de) *	1990-05-25	1995-12-06	Mitsubishi Chemical Corporation	Verfahren zur para-methylolierung einer phenolischen verbindung
US5603929A (en) *	1994-11-16	1997-02-18	Alcon Laboratories, Inc.	Preserved ophthalmic drug compositions containing polymeric quaternary ammonium compounds

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB751845A (en) *	1951-12-20	1956-07-04	Howards Ilford Ltd	Manufacture of saligenin
US2858342A (en) *	1955-06-27	1958-10-28	Union Carbide Corp	Preparation of bis-phenols
US2909568A (en) *	1957-09-05	1959-10-20	Universal Oil Prod Co	Methylation of hydroxyaromatic compounds
FR1270731A (fr) *	1960-07-28	1961-09-01	Shell Int Research	Procédé de préparation de composés phénoliques alcoylés
FR1328945A (fr) *	1962-03-28	1963-06-07	Rhone Poulenc Sa	Procédé de préparation des alcools orthohydroxybenzyliques
US3485797A (en) *	1966-03-14	1969-12-23	Ashland Oil Inc	Phenolic resins containing benzylic ether linkages and unsubstituted para positions
FR2372182A1 (fr) *	1976-11-29	1978-06-23	Mo Khim T	Procede de preparation d'oligomeres phenol-formol de configuration reguliere ortho
DE2729075A1 (de) *	1977-06-28	1979-01-18	Haarmann & Reimer Gmbh	Verfahren zur herstellung von reinem 2-hydroxybenzylalkohol, reinem 4-hydroxybenzylalkohol oder einem gemisch beider hydroxybenzylalkohole
DE2915216A1 (de) *	1979-04-14	1980-10-23	Haarmann & Reimer Gmbh	Verfahren zur herstellung eines gemisches aus 2- und 4-hydroxybenzylalkohol

1981
- 1981-06-25 FR FR8112470A patent/FR2508440B1/fr not_active Expired
1982
- 1982-06-23 CA CA000405828A patent/CA1200254A/fr not_active Expired
- 1982-06-23 ES ES513416A patent/ES513416A0/es active Granted
- 1982-06-23 US US06/391,467 patent/US4460799A/en not_active Expired - Fee Related
- 1982-06-24 DK DK284382A patent/DK284382A/da not_active Application Discontinuation
- 1982-06-24 NO NO822134A patent/NO822134L/no unknown
- 1982-06-25 AT AT82401173T patent/ATE15644T1/de not_active IP Right Cessation
- 1982-06-25 DE DE8282401173T patent/DE3266376D1/de not_active Expired
- 1982-06-25 JP JP57108641A patent/JPS5849327A/ja active Pending
- 1982-06-25 EP EP82401173A patent/EP0069016B1/de not_active Expired

Also Published As

Publication number	Publication date
ES8304054A1 (es)	1983-03-16
JPS5849327A (ja)	1983-03-23
ATE15644T1 (de)	1985-10-15
EP0069016B1 (de)	1985-09-18
ES513416A0 (es)	1983-03-16
DE3266376D1 (en)	1985-10-24
FR2508440A1 (fr)	1982-12-31
CA1200254A (fr)	1986-02-04
US4460799A (en)	1984-07-17
DK284382A (da)	1982-12-26
EP0069016A1 (de)	1983-01-05
FR2508440B1 (fr)	1985-11-08

Publication	Publication Date	Title
CA1083156A (en)	1980-08-05	Process for the preparation of aryl-1,1,2,2- tetrafluoroethyl ethers
Armitage et al.	1951	9. Researches on acetylenic compounds. Part XXVIII. A new route to diacetylene and its symmetrical derivatives
NO822134L (no)	1982-12-27	Fremgangsmaate for fremstilling av ortohydroksybensylalkoholer
Perni	1989	Amberlyst-15 as a convenient catalyst for chemoselective thioacetalization
GB1531706A (en)	1978-11-08	Process for producing carbohydrate-phenol condensation resins
US5177265A (en)	1993-01-05	Process for the preparation of citral
US3290393A (en)	1966-12-06	Process for the production of ortho-hydroxybenzyl alcohols
US2091565A (en)	1937-08-31	Preparation of tertiary butyl phenol
US4933500A (en)	1990-06-12	Process for the preparation of citral
Emerson et al.	1945	Vapor Phase Reactions of Styrene Chlorohydrin
US4272635A (en)	1981-06-09	Production of alkali metal phenates
US2576161A (en)	1951-11-27	Process for removing halogen from a halophenol
Gaylord et al.	1954	Trimethylene Oxides. I. Reaction of 2-Chloro-4-hexanol and 1-Phenyl-3-chloro-1-butanol with Alkali1
US3536767A (en)	1970-10-27	Manufacture of pyrocatechol
US2802034A (en)	1957-08-06	Method for the preparation of perfluoroheptan-4-one and its hydrate
JPH02149586A (ja)	1990-06-08	メタ硼酸アリールの製造方法及びｏ―ヒドロキシベンジルアルコール類の製造へのメタ硼酸アリールの利用
EP1049656B1 (de)	2002-11-13	Herstellung von 3-buten-1-ol aus 3,4-epoxy-1-buten
US3290352A (en)	1966-12-06	Orthohydroxybenzyl borates
US5001242A (en)	1991-03-19	Process for the preparation of 4-methylenetetrahydropyran
US3940446A (en)	1976-02-24	Dehydrogenation of alcohols
Skinner et al.	1956	Synthesis and biological activity of some 6-(substituted) thiopurines
US3076818A (en)	1963-02-05	Production of benzofurans
US2822402A (en)	1958-02-04	Preparation of 1, 1-dimethoxycyclo-hexane
US5231180A (en)	1993-07-27	Process for the manufacture of diazinon
US4226810A (en)	1980-10-07	Splitting up pyran rings