GB924256A - Cyclopentane derivatives and a process for the manufacture thereof - Google Patents
Cyclopentane derivatives and a process for the manufacture thereofInfo
- Publication number
- GB924256A GB924256A GB25736/62A GB2573662A GB924256A GB 924256 A GB924256 A GB 924256A GB 25736/62 A GB25736/62 A GB 25736/62A GB 2573662 A GB2573662 A GB 2573662A GB 924256 A GB924256 A GB 924256A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trimethyl
- carboxy
- resulting
- cyclopentane
- trimethylcyclohexanedione
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention comprises 1-carboxy-4-keto-1.2.2-trimethyl-cyclopentane and its ketals. These compounds may be obtained by heating 4-carboxy-4.5.5- trimethylcyclohexanedione-(1.2) under reflux with dilute potassium hydroxide until the light absorption at 312 mm has disappeared, treating the resulting 1.4-dicarboxy-4-hydroxy- 1.2.2-trimethyl-cyclopentane successively with phosphoric acid and sodium bismuthate and, if required, ketalizing the resulting 1-carboxy-4-keto-1.2.2-trimethyl-cyclopentane. The 4-carboxy-4.5.5-trimethyl-cyclohexanedione-(1.2) used as starting material may be obtained by reacting in benzene solution 4-ethoxycarbonyl-4.5.5-trimethylcyclohexanedione-(1.3) with ethanol in the presence of toluene-p-toluene sulphonic acid, reducing the resulting 4-ethoxycarbonyl- 1-ethoxy- 4.5.5- trimethyl-cyclohexen-(1)-one-(3) with lithium aluminium hydride to give after hydrolysis 4-hydroxymethyl-4.5.5-trimethyl -cyclohexene- (2)-one, catalytically hydrogenating the latter, oxidising the resulting cyclohexanone compound with Cr2O3 in the presence of acid and finally oxidising the resulting 4-carboxy-4.5.5.-trimethyl-cyclohexanone with oxygen in the presence of potassium tert. butoxide. Specification 924,257 also is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB25736/62A GB924256A (en) | 1960-10-19 | 1960-10-19 | Cyclopentane derivatives and a process for the manufacture thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB25736/62A GB924256A (en) | 1960-10-19 | 1960-10-19 | Cyclopentane derivatives and a process for the manufacture thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB924256A true GB924256A (en) | 1963-04-24 |
Family
ID=10232444
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25736/62A Expired GB924256A (en) | 1960-10-19 | 1960-10-19 | Cyclopentane derivatives and a process for the manufacture thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB924256A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3997590A (en) | 1972-07-14 | 1976-12-14 | B.D.H. Pharmaceuticals Ltd. | Keto-esters |
-
1960
- 1960-10-19 GB GB25736/62A patent/GB924256A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3997590A (en) | 1972-07-14 | 1976-12-14 | B.D.H. Pharmaceuticals Ltd. | Keto-esters |
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