GB856400A - Process for the preparation of cyclopropanecarboxylic acids of trans-form - Google Patents
Process for the preparation of cyclopropanecarboxylic acids of trans-formInfo
- Publication number
- GB856400A GB856400A GB17929/59A GB1792959A GB856400A GB 856400 A GB856400 A GB 856400A GB 17929/59 A GB17929/59 A GB 17929/59A GB 1792959 A GB1792959 A GB 1792959A GB 856400 A GB856400 A GB 856400A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trans
- methyl
- cis
- acid
- acids
- 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
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/35—Unsaturated compounds having unsaturation outside the rings
- C07C61/37—Chrysanthemumic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
An ester of a cis-cyclopropane carboxylic acid is converted to the corresponding trans-ester by means of an alkali metal alcoholate such as a t-amylate, t-butylate or dimethybenzylate. A solvent is preferably used, e.g. an aromatic hydrocarbon or an alcohol. The reaction starts at room temperature and may be completed by heating, e.g. at reflux. The product may be isolated by evaporation of the organic layer formed after the addition of water to the reaction products ; some trans-acid is obtainable from the aqeous layer. The esters may be hydrolysed to the trans acids. In examples the cis forms of methyl 2-phenyl-cyclopropanecarboxylate, methyl 2-phenoxy-cyclopropanecarboxylate and methyl chrysanthemate are converted to the trans forms which are hydrolysed to the corresponding acids. In example 1, methyl cis-2-phenylcyclopropanecarboxylate is prepared by the action of diazomethane on the acid in ethereal solution.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR856400X | 1958-07-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB856400A true GB856400A (en) | 1960-12-14 |
Family
ID=9328848
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17929/59A Expired GB856400A (en) | 1958-07-28 | 1959-05-26 | Process for the preparation of cyclopropanecarboxylic acids of trans-form |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB856400A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2345360A1 (en) * | 1972-09-07 | 1974-03-14 | Sumitomo Chemical Co | PROCESS FOR THE PRODUCTION OF TRANSCHRYSANTHEMUM MONOCARBONIC ACID AND ALKYLESTERS THEREOF |
-
1959
- 1959-05-26 GB GB17929/59A patent/GB856400A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2345360A1 (en) * | 1972-09-07 | 1974-03-14 | Sumitomo Chemical Co | PROCESS FOR THE PRODUCTION OF TRANSCHRYSANTHEMUM MONOCARBONIC ACID AND ALKYLESTERS THEREOF |
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