GB494484A - The manufacture of enolic ethers of keto-cyclopentano-polyhydro-phenanthrene compounds - Google Patents
The manufacture of enolic ethers of keto-cyclopentano-polyhydro-phenanthrene compoundsInfo
- Publication number
- GB494484A GB494484A GB6316/38A GB631638A GB494484A GB 494484 A GB494484 A GB 494484A GB 6316/38 A GB6316/38 A GB 6316/38A GB 631638 A GB631638 A GB 631638A GB 494484 A GB494484 A GB 494484A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- testosterone
- ethyl orthoformate
- reacted
- give
- 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
Enolic ethers of the cyclopentanopolyhydrophenanthrene series are prepared by reacting upon the corresponding ketone with an orthoformic acid ester. Ketones mentioned as suitable starting materials include cholestenone, testosterone benzoate, testosterone, isotestosterone, androstendione, pregnenol-17-one 3 and isocholestenone. The reaction is carried out in the presence of an acid such as sulphuric acid, gaseous hydrochloric or hydrobromic acid or other preferably strong mineral acids. In examples: (1) Cholestenone is dissolved in ethyl orthoformate and a small amount of formic acid and one drop of sulphuric acid added; the reaction generates heat, and the product after working up is cholestadiene-2,4-ol-3 ethylether. (2) Testosterone benzoate, ethyl orthoformate, formic acid and one drop of sulphuric acid are reacted, to give 3-ethoxy-17-benzoylhydroxy androstadiene-2,4. (3) Testosterone ethyl orthoformate and formic acid are reacted as in example (1) to give the corresponding 3-ether. (4) Isocholestenone, ethyl orthoformate, formic acid and sulphuric acid are reacted to give the corresponding 3-ether.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US494484XA | 1937-02-26 | 1937-02-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB494484A true GB494484A (en) | 1938-10-26 |
Family
ID=21959866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6316/38A Expired GB494484A (en) | 1937-02-26 | 1938-02-28 | The manufacture of enolic ethers of keto-cyclopentano-polyhydro-phenanthrene compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB494484A (en) |
-
1938
- 1938-02-28 GB GB6316/38A patent/GB494484A/en not_active Expired
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