GB810020A - Process for the preparation of aromatic mono carboxylic acids - Google Patents
Process for the preparation of aromatic mono carboxylic acidsInfo
- Publication number
- GB810020A GB810020A GB16108/58A GB1610858A GB810020A GB 810020 A GB810020 A GB 810020A GB 16108/58 A GB16108/58 A GB 16108/58A GB 1610858 A GB1610858 A GB 1610858A GB 810020 A GB810020 A GB 810020A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butyl
- metal
- bromine
- tert
- benzoic acid
- 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
Aromatic monocarboxylic acids are prepared by reacting in liquid phase an aromatic compound having an aliphatic nuclear substituent oxidizable to a carboxy group, with molecular oxygen in the presence of a catalyst comprising in conjoint presence bromine and a heavy metal oxidation catalyst. Specified heavy metals are manganese, cobalt, iron and nickel. The metal and bromine may be added in ionic form, for example as the metal bromide or as separate salts, one containing the metal and the other bromine. Alternatively the metal may be present as a carboxylate and the bromine added as a non-metallic or organic bromide. The oxidation process is preferably carried out in the presence of an inert organic medium, preferably a saturated aliphatic monocarboxylic acid containing 2 to 8 carbon atoms, or benzoic acid. Pure oxygen or a mixture of oxygen and inet gases, such as air, may be used. The process may be carried out batchwise or continuously and partially oxidized material may be separated from the product and recycled. Water may be removed from the reaction mixture, for example by distillation or by adding acetic anhydride. Sufficient pressure is applied to the reaction system to maintain a liquid phase. Specified starting materials are methyl-, ethyl-, isopropyl-, n-butyl- and sec.-butyl-benzenes, tert.-butyl-toluenes, a - or b -methyl-naphthalenes, acetophenone, benzaldehyde, a -tolualdehyde, benzyl or phenethyl alcohols, acetonaphthones, naphthyl-methanols or ethanols, and a -naphthaldehyde. In examples a mixture of ethylbenzene, acetic acid and manganese bromide is treated with air at a temperature of 196 DEG C. and 400 pounds per square inch pressure to give benzoic acid; p-tert. butyl-toluene treated similarly gives p-tert. butyl-benzoic acid.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US810020XA | 1955-03-18 | 1955-03-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB810020A true GB810020A (en) | 1959-03-04 |
Family
ID=22161099
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16108/58A Expired GB810020A (en) | 1955-03-18 | 1955-05-02 | Process for the preparation of aromatic mono carboxylic acids |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB810020A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3162683A (en) * | 1959-06-23 | 1964-12-22 | Exxon Research Engineering Co | Liquid phase oxidation of alkyl-substituted aromatics |
-
1955
- 1955-05-02 GB GB16108/58A patent/GB810020A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3162683A (en) * | 1959-06-23 | 1964-12-22 | Exxon Research Engineering Co | Liquid phase oxidation of alkyl-substituted aromatics |
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