GB744113A - Polyene compounds and a process for the manufacture thereof - Google Patents
Polyene compounds and a process for the manufacture thereofInfo
- Publication number
- GB744113A GB744113A GB31960/53A GB3196053A GB744113A GB 744113 A GB744113 A GB 744113A GB 31960/53 A GB31960/53 A GB 31960/53A GB 3196053 A GB3196053 A GB 3196053A GB 744113 A GB744113 A GB 744113A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bromo
- ester
- octatrien
- dimethyl
- tiglic 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises 8-[21,61,61-trimethycyclohexen - (1) - yl] - 2,6 - dimethyl - octatrien-(2,4,6)-ol-(1), and the preparation thereof and the corresponding al-(1) by condensing 4-[21,61,61 - trimethylcyclohexen - (11) - yl] - 2 - methyl - buten - (2) - al - (1) by means of a Reformatzky reaction with a g -bromo-tiglic acid ester and dehydrating the condensation product formed by heating in a vacuum to form 8-[21,61,61 - trimethyl - cyclohexen - (11) - yl] - 2,6 - dimethyl - octatrien - (2,4,6) - oic - (1) acid ester which is then reduced to the required alcohol by means of lithium aluminium hydride or lithium boron hydride and, when the aldehyde compound is required, the alcohol is oxidized with manganese dioxide. In the example, the above compounds are prepared using g -bromo-tiglic acid methyl ester, and the ester intermediate is purified by hydrolysis with methanolic potassium hydroxide to the free 8-[21,61,61-trimethylcyclohexen - (11) - yl] - 2,6 - dimethyl - octatrien - (2,4,6)-oic acid followed by esterification with diazo methane. g -Bromo-tiglic acid esters are prepared, for example, by refluxing tiglic acid methyl ester with N-bromo-succinimide in carbon tetrachloride to form the methyl ester.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH744113X | 1952-12-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB744113A true GB744113A (en) | 1956-02-01 |
Family
ID=4533352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB31960/53A Expired GB744113A (en) | 1952-12-23 | 1953-11-18 | Polyene compounds and a process for the manufacture thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB744113A (en) |
-
1953
- 1953-11-18 GB GB31960/53A patent/GB744113A/en not_active Expired
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