Patent US4390723A successfully refreshed from Google Patents.
US4390723A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for producing hydroxyphenyl aliphatic acid derivatives
Assignee: Ihara Chemical Industry Co Ltd
•
Filing: 1981-08-05
•
Granted: 1983-06-28
•
Expires: 2001-08-05
Abstract
Abstract A catalyst of bis(8-quinolinolate) copper (II) complex having the formula <IMAGE> which is used for producing a hydroxyphenyl aliphatic acid derivative having the formula <IMAGE> (I) wherein R1 represents hydrogen atom, a lower alkyl group, a lower alkoxy group, hydroxy group or a lower alkylcarbonyl group; R2 and R3 are the same or different and respectively represent hydrogen atom or a lower alkyl group; and m is 1 or 2; l is 0, 1 or 2; n is 0, 1 or 2; by reacting a halophenyl aliphatic acid derivative having the formula <IMAGE> (II) wherein R1, R2, R3, m, l and n are defined above and R4 represents hydrogen atom or a monovalent hydrocarbon moiety; and X represents a halogen atom, with a base.
Inventors
- 👤 Masahiro Matsuno
- 👤 Yasushi Higuchi
- 👤 Yutaka Ohishi
- 👤 Yoshiki Nakayama
- 👤 Chihiro Yazawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 20:23
CPC Classifications
C; C07; C07C; C07C59/00; C07C59/40; C07C59/58; C07C59/64; B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1805; B01J31/181; B01J31/1825; C07C51/00; C07C51/347; C07C51/367; B01J2531/00; B01J2531/10; B01J2531/16
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
142 words
In a process for producing a hydroxyphenyl aliphatic acid derivative having the formula ##STR10## wherein R 1 represents hydrogen atom, a lower alkyl group, a lower alkoxy group, hydroxy group or a lower alkylcarbonyl group; R 2 and R 3 are the same or different and respectively represent hydrogen atom or a lower alkyl group; and m is 1 or 2; l is 0, 1 or 2; n is 0, 1 or 2; by reacting a halophenyl aliphatic acid derivative having the formula ##STR11## wherein R 1 , R 2 , R 3 , m, l and n are defined above and R 4 represents hydrogen atom or a monovalent hydrocarbon moiety; and X represents a halogen atom, with a base an improvement characterized by reacting them in the presence of a catalyst of bis(8-quinolinolate) copper (II) complex having the formula ##STR12##
Claim 2
Dependent Claim
142 words
In a process for producing a hydroxyphenyl aliphatic acid derivative having the formula ##STR10## wherein R 1 represents hydrogen atom, a lower alkyl group, a lower alkoxy group, hydroxy group or a lower alkylcarbonyl group; R 2 and R 3 are the same or different and respectively represent hydrogen atom or a lower alkyl group; and m is 1 or 2; l is 0, 1 or 2; n is 0, 1 or 2; by reacting a halophenyl aliphatic acid derivative having the formula ##STR11## wherein R 1 , R 2 , R 3 , m, l and n are defined above and R 4 represents hydrogen atom or a monovalent hydrocarbon moiety; and X represents a halogen atom, with a base an improvement characterized by reacting them in the presence of a catalyst of bis(8-quinolinolate) copper (II) complex having the formula ##STR12##
Claim 3
Dependent Claim
57 words
The process according to claim 1 wherein a hydroxyphenylacetic acid derivative having the formula ##STR13## wherein R 2 and R 3 are defined in claim 1 is produced by reacting a halophenylacetic acid derivative having the formula ##STR14## wherein R 2 , R 3 , R 4 and X are defined in claim 1, with a base.
Claim 4
Dependent Claim
29 words
The process according to claim 1 or 2 wherein a molar ratio of the catalyst to the halophenyl aliphatic acid derivative is in a range of 0.001 to 0.3.
Claim 5
Dependent Claim
21 words
The process according to claim 1 or 2 wherein a reaction temperature is in a range of 100° to 300° C.
Claim 6
Dependent Claim
46 words
The process according to claim 1 or 2 wherein the base is at least one of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate and a molar ratio of the base to the halophenyl aliphatic acid derivative is in a range of 1 to 10.
Claim 7
Dependent Claim
20 words
The process according to claim 1 or 2 wherein halogen atom of the halophenyl aliphatic acid derivative is chlorine atom.
Claim 8
Dependent Claim
22 words
The process according to claim 2 wherein the halophenylacetic acid derivative is 2-chlorophenylacetic acid, 4-chlorophenylacetic acid, 2-(4'-chlorophenyl)-3-methylbutanoic acid or an ester thereof.
Claim 9
Dependent Claim
65 words
The process according to claim 1 wherein the halophenyl aliphatic acid derivative is 2-chlorophenylacetic acid, 3-chlorophenylacetic acid, 4-chlorophenylacetic acid, 2-(4'-chlorophenyl)-3-methylbutanoic acid, 4-chloro-3-methylphenylacetic acid, 3-chloro-4,6-dimethylphenylacetic acid, 3-chloro-4,5-dimethylphenylacetic acid, 2-(4'-chloro-3'-methylphenyl) butanoic acid, 2-(2'-chloro-4'-methylphenyl)-2-methylpropanoic acid, 2-chloro-3-methoxyphenylacetic acid, 4-chloro-3-methoxyphenylacetic acid, 3-chloro-6-methoxyphenylacetic acid, 2-chloro-5-acetylphenylacetic acid, 2-chloro-4-hydroxyphenylacetic acid, 2,5-dichlorophenylacetic acid, 3-(2'-chlorophenyl) propanoic acid, 4-(4'-chlorophenyl) butanoic acid and also methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, n-octyl, benzyl, α-phenetyl or β-phenetyl esters thereof.
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) | 1986-06-27 | 1986-12-27 | 1987-06-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-06-27 | 1990-12-27 | 1991-06-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-06-27 | 1994-12-27 | 1995-06-28 | $7700.00 | Window Closed / Lapsed |