GB1019573A - Carboxylic acids from alkyl-substituted aryl phenyl ethers - Google Patents
Carboxylic acids from alkyl-substituted aryl phenyl ethersInfo
- Publication number
- GB1019573A GB1019573A GB937562A GB937562A GB1019573A GB 1019573 A GB1019573 A GB 1019573A GB 937562 A GB937562 A GB 937562A GB 937562 A GB937562 A GB 937562A GB 1019573 A GB1019573 A GB 1019573A
- Authority
- GB
- United Kingdom
- Prior art keywords
- yields
- oxygen
- alkyl
- radical
- bromide ions
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Carboxylic acids are prepared by the action of oxygen or a gas containing oxygen or alkyl-substituted phenolic ethers of the formula below in an organic solvent in the conjoint presence of a heavy-metal catalyst and bromide ions. The phenolic ethers which may be treated are of the formula <FORM:1019573/C2/1> in which R is an alkyl radical, other than a tertiary alkyl radical, x is oxygen or an o-, m- or p-phenylene dioxy radical and, when x is oxygen, m and m1 are each 1 or 2 but, when x is an o-, m- or p-phenylenedioxy radical, m and m1 are 0-2, the total of radicals R being at least 1. The catalyst may be a compound of manganese or cobalt and the bromide ions may be derived from the catalyst or from an organic bromine compound which yields bromide ions under the reaction conditions. The solvent may be acetic or benzoic acid. The reaction may be effected under reflux. Examples are given in which (1) di-m-tolyl ether yields diphenyl ether 3,31-dicarboxylic acid, (2) di-p-tolyl ether yields diphenyl ether 4,41-dicarboxylic acid and (3) p-di(m-tolyloxy)benzene yields p-di(m-carboxy-phenoxy)benzene. The dimethyl esters of the products of Examples 1 and 3 are described.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE629489D BE629489A (en) | 1962-03-12 | ||
| NL290036D NL290036A (en) | 1962-03-12 | ||
| GB937562A GB1019573A (en) | 1962-03-12 | 1962-03-12 | Carboxylic acids from alkyl-substituted aryl phenyl ethers |
| FR927707A FR1353222A (en) | 1962-03-12 | 1963-03-12 | Process for the oxidation of alkyl or aryl phenyl ethers substituted with an alkyl group to corresponding carboxylic acids |
| CH310163A CH453385A (en) | 1962-03-12 | 1963-03-12 | Process for the preparation of aryl mono- or polycarboxylic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB937562A GB1019573A (en) | 1962-03-12 | 1962-03-12 | Carboxylic acids from alkyl-substituted aryl phenyl ethers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1019573A true GB1019573A (en) | 1966-02-09 |
Family
ID=9870761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB937562A Expired GB1019573A (en) | 1962-03-12 | 1962-03-12 | Carboxylic acids from alkyl-substituted aryl phenyl ethers |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE629489A (en) |
| CH (1) | CH453385A (en) |
| FR (1) | FR1353222A (en) |
| GB (1) | GB1019573A (en) |
| NL (1) | NL290036A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4401828A (en) * | 1978-08-04 | 1983-08-30 | Rohm And Haas Company | Process for preparing phenoxybenzoic acids |
| US4900865A (en) * | 1987-11-25 | 1990-02-13 | Amoco Corporation | Method for producing a di-(mono- or poly-)carboxyaryl ether |
-
0
- NL NL290036D patent/NL290036A/xx unknown
- BE BE629489D patent/BE629489A/xx unknown
-
1962
- 1962-03-12 GB GB937562A patent/GB1019573A/en not_active Expired
-
1963
- 1963-03-12 CH CH310163A patent/CH453385A/en unknown
- 1963-03-12 FR FR927707A patent/FR1353222A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4401828A (en) * | 1978-08-04 | 1983-08-30 | Rohm And Haas Company | Process for preparing phenoxybenzoic acids |
| US4900865A (en) * | 1987-11-25 | 1990-02-13 | Amoco Corporation | Method for producing a di-(mono- or poly-)carboxyaryl ether |
Also Published As
| Publication number | Publication date |
|---|---|
| CH453385A (en) | 1968-06-14 |
| NL290036A (en) | |
| BE629489A (en) | |
| FR1353222A (en) | 1964-02-21 |
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