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US3983160A
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Process for the preparation of hydroxyphenylacetonitriles
Assignee: Bayer AG
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Filing: 1975-11-20
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Granted: 1976-09-28
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Expires: 1995-11-20
Abstract
Abstract Hydroxyphenylacetonitriles, which are known chemical intermediates, are prepared by the reaction of hydroxybenzyl alcohols and hydrogen cyanide. A representative example is the preparation of 3-methoxy-4-hydroxyphenylacetonitrile from 3-methoxy-4-hydroxybenzyl alcohol and hydrogen cyanide.
Inventors
- 👤 Horst Meyer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 11:23
CPC Classifications
C; C07; C07C; C07C255/00
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
85 words
Process for the preparation of an ortho or parahydroxyphenylacetonitrile of the formula: ##EQU1##wherein R is ortho or parahydroxyphenyl, further unsubstituted or further substituted by one or two substituents independently selected from the group consisting of lower alkyl or lower alkoxy and R 1 is hydrogen, lower alkyl, phenyl or carbo(lower alkoxy), which comprises allowing the corresponding ortho or parahydroxybenzyl alcohol of the formula: ##EQU2##to react with hydrogen cyanide in the presence of a diluent at a temperature of from about 80° to about 190° C.
Claim 2
Dependent Claim
85 words
Process for the preparation of an ortho or parahydroxyphenylacetonitrile of the formula: ##EQU1##wherein R is ortho or parahydroxyphenyl, further unsubstituted or further substituted by one or two substituents independently selected from the group consisting of lower alkyl or lower alkoxy and R 1 is hydrogen, lower alkyl, phenyl or carbo(lower alkoxy), which comprises allowing the corresponding ortho or parahydroxybenzyl alcohol of the formula: ##EQU2##to react with hydrogen cyanide in the presence of a diluent at a temperature of from about 80° to about 190° C.
Claim 3
Dependent Claim
17 words
The process according to claim 1 wherein the temperature is from about 110° to about 140° C.
Claim 4
Dependent Claim
14 words
The process according to claim 1 wherein the hydrogen cyanide is generated in situ.
Claim 5
Dependent Claim
11 words
The process according to claim 1 wherein the diluent is water.
Claim 6
Dependent Claim
14 words
The process according to claim 1 wherein the diluent is an inert organic solvent.
Claim 7
Dependent Claim
10 words
The process according to claim 1 wherein R' is hydrogen.
Claim 8
Dependent Claim
10 words
The process according to claim 6 wherein R is 3-methoxy-4-hydroxyphenyl.
Claim 9
Dependent Claim
10 words
The process according to claim 6 wherein R is 2-hydroxyphenyl.
Claim 10
Dependent Claim
10 words
The process according to claim 6 wherein R is 4-hydroxyphenyl.
Claim 11
Dependent Claim
31 words
The process according to claim 1 wherein 3-methoxy-4-hydroxybenzyl alcohol is allowed to react with hydrogen cyanide in an inert organic solvent at temperatures of from about 110° to about 140° C.
Claim 12
Dependent Claim
25 words
The process according to claim 10 wherein the hydrogen cyanide is generated in situ from the reaction of an alkali metal cyanide and an acid.
Claim 13
Dependent Claim
16 words
The process according to claim 10 wherein the inert organic solvent is a polar aprotic solvent.
Claim 14
Dependent Claim
11 words
The process according to claim 12 wherein the solvent is dimethylsulfoxide.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-09-28 | 1980-03-29 | 1980-09-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-09-28 | 1984-03-29 | 1984-09-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-09-28 | 1988-03-29 | 1988-09-28 | $7700.00 | Window Closed / Lapsed |