GB595170A - Production of crotonic acid - Google Patents
Production of crotonic acidInfo
- Publication number
- GB595170A GB595170A GB15522/45A GB1552245A GB595170A GB 595170 A GB595170 A GB 595170A GB 15522/45 A GB15522/45 A GB 15522/45A GB 1552245 A GB1552245 A GB 1552245A GB 595170 A GB595170 A GB 595170A
- Authority
- GB
- United Kingdom
- Prior art keywords
- crotonic acid
- crotonaldehyde
- acetates
- copper
- cobalt
- 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
- C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Crotonic acid is produced by subjecting crotonaldehyde to the action of an oxygen-containing gas in the presence of an aldehyde-oxidation catalyst comprising a metal salt of a carboxylic acid and as a solvent a carboxylic ester or a ketone. The reaction may be carried out in the presence of water and at temperatures from 15 to 60 DEG C. The organic solvent may constitute from 10 to 75 per cent by volume of the total charge. The catalysts specified include the acetates, crotonates and other carboxylates of manganese, cobalt and copper. The crude reaction mixture is distilled to recover the crotonic acid which may be further purified by distillation, crystallization or the method described in Specification 595,174. In examples, wet crotonaldehyde is oxidised to crotonic acid by means of oxygen as described above, the solvents being acetone, methyl acetate and methyl ethyl ketone and the catalysts manganese acetate and a mixture of the acetates of cobalt and copper. Specification 165,728, [Class 2 (iii)], also is referred to. The Specification as open to inspection under Sect. 91 relates to the preparation of crotonic acid by oxidation of crotonaldehyde with an oxygen containing gas in the presence of aldehyde-oxidation catalysts and inert solvents generally, additional solvents mentioned being hydrocarbons and organic acids. In further examples: (1) dry crotonaldehyde in benzene is oxidised as above using a catalyst comprising copper and cobalt acetates; (2) the crude crotonic acid prepared according to any of the above examples is crystallized from saturated aqueous solution. A process for the purification of the acid is also described which forms the subject-matter of Specification 595,174. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA595170X | 1945-02-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB595170A true GB595170A (en) | 1947-11-27 |
Family
ID=4171891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15522/45A Expired GB595170A (en) | 1945-02-02 | 1945-06-19 | Production of crotonic acid |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB595170A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1244768B (en) * | 1963-02-06 | 1967-07-20 | Hoechst Ag | Process for the production of sorbic acid or its alkali metal salts by the oxidation of sorbic aldehyde |
| CN111116348A (en) * | 2019-12-27 | 2020-05-08 | 浙江工业大学 | Preparation method for synthesizing carboxylic acid by oxidizing aldehyde with bimetallic catalyst |
| CN114956980A (en) * | 2022-05-20 | 2022-08-30 | 中国计量大学 | Method for synthesizing crotonic acid |
| CN115722154A (en) * | 2022-11-17 | 2023-03-03 | 安徽中山化工有限公司 | Crotonic acid production system and technology |
-
1945
- 1945-06-19 GB GB15522/45A patent/GB595170A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1244768B (en) * | 1963-02-06 | 1967-07-20 | Hoechst Ag | Process for the production of sorbic acid or its alkali metal salts by the oxidation of sorbic aldehyde |
| CN111116348A (en) * | 2019-12-27 | 2020-05-08 | 浙江工业大学 | Preparation method for synthesizing carboxylic acid by oxidizing aldehyde with bimetallic catalyst |
| CN111116348B (en) * | 2019-12-27 | 2023-02-03 | 浙江工业大学 | Preparation method for synthesizing carboxylic acid by oxidizing aldehyde with bimetallic catalyst |
| CN114956980A (en) * | 2022-05-20 | 2022-08-30 | 中国计量大学 | Method for synthesizing crotonic acid |
| CN114956980B (en) * | 2022-05-20 | 2023-08-04 | 中国计量大学 | Method for synthesizing crotonic acid |
| CN115722154A (en) * | 2022-11-17 | 2023-03-03 | 安徽中山化工有限公司 | Crotonic acid production system and technology |
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