GB855564A - Improvements in the preparation of cyclopentane dicarboxylic acids - Google Patents
Improvements in the preparation of cyclopentane dicarboxylic acidsInfo
- Publication number
- GB855564A GB855564A GB3790/58A GB379058A GB855564A GB 855564 A GB855564 A GB 855564A GB 3790/58 A GB3790/58 A GB 3790/58A GB 379058 A GB379058 A GB 379058A GB 855564 A GB855564 A GB 855564A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- olefine
- hydrocarbon
- mols
- cyclopentane
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for preparing cyclopentane-1,3-dicarboxylic acids comprises condensing a cyclopentadiene hydrocarbon having no more than one C1-C4 alkyl side chain with a lower mono-olefine, hydrating the resulting bicyclo-(2,2,1)-heptene with a strong acid catalyst and oxidising the resulting bicyclo-(2,2,1)-heptanol compound. A dimer of cyclopentadiene may be used in the condensation step and the olefine used is preferably a C2-C4 alpha mono-olefine. The hydration step is preferably carried out in a paraffin hydrocarbon at 0-30 DEG C. using 2-8 mols of concentrated sulphuric acid and the oxidation step in a paraffinic hydrocarbon at 50-80 DEG C. using 4-10 mols of nitric acid in the presence of vanadic acid as catalyst. The excess nitric acid is removed by distillation and the dicarboxcylic acid product extracted e.g. with benzene or water. An example describes the Diels-Alder condensation using dicyclopentadiene and ethylene and the subsequent hydration and oxidation to give cyclopentane -1,3-dicarboxylic acid (norcamphoric acid). Specification 855,565 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US855564XA | 1957-12-30 | 1957-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB855564A true GB855564A (en) | 1960-12-07 |
Family
ID=22192407
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3790/58A Expired GB855564A (en) | 1957-12-30 | 1958-11-25 | Improvements in the preparation of cyclopentane dicarboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB855564A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3242206A (en) * | 1961-12-18 | 1966-03-22 | Copolymer Rubber & Chem Corp | Recycling a portion of the reaction products in an hno3 oxidation of a dicarboxy cycloalkene compound to control the oxidation rate |
-
1958
- 1958-11-25 GB GB3790/58A patent/GB855564A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3242206A (en) * | 1961-12-18 | 1966-03-22 | Copolymer Rubber & Chem Corp | Recycling a portion of the reaction products in an hno3 oxidation of a dicarboxy cycloalkene compound to control the oxidation rate |
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