GB491798A - Manufacture of cyclopentanohydrophenanthrene ketones - Google Patents
Manufacture of cyclopentanohydrophenanthrene ketonesInfo
- Publication number
- GB491798A GB491798A GB677937A GB677937A GB491798A GB 491798 A GB491798 A GB 491798A GB 677937 A GB677937 A GB 677937A GB 677937 A GB677937 A GB 677937A GB 491798 A GB491798 A GB 491798A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- methyl
- magnesium
- acetoxy
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Ketones of the cyclopentanoperhydrophenanthrene series are prepared from 17-carboxylic acids of this series by converting the acid into an acid chloride, a disubstituted amide, or a nitrile and reacting it with an alkyl compound of zinc, cadmium or magnesium. The preferred starting material is aetiocholanic acid. In examples: (1) 3-acetoxy-aetiocholenyl-nitrile-(17) is treated in ether solution with magnesium methyl iodide and the Grignard complex decomposed with sulphuric acid to give 3-acetyl-pregnenolone-(20); (2) 3-acetoxy-aetiocholenyl - carboxylic acid diethylamide is treated as in example (1) to give the same product; (3) cadmium chloride is added to an ethereal solution of magnesium methyl bromide and stirred for one hour, when a solution of 3-acetoxy-aetiocholenic acid chloride is slowly run in. The reaction liquid is decomposed with ice cold sulphuric acid to give the same product as example (1). Instead of methyl cadmium bromide methyl magnesium bromide or zinc methyl may be used.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB677937A GB491798A (en) | 1937-03-08 | 1937-03-08 | Manufacture of cyclopentanohydrophenanthrene ketones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB677937A GB491798A (en) | 1937-03-08 | 1937-03-08 | Manufacture of cyclopentanohydrophenanthrene ketones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB491798A true GB491798A (en) | 1938-09-08 |
Family
ID=9820580
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB677937A Expired GB491798A (en) | 1937-03-08 | 1937-03-08 | Manufacture of cyclopentanohydrophenanthrene ketones |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB491798A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3072637A (en) * | 1959-01-16 | 1963-01-08 | Ciba Geigy Corp | delta4-pregnene-20-imino derivatives and process for their preparation |
-
1937
- 1937-03-08 GB GB677937A patent/GB491798A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3072637A (en) * | 1959-01-16 | 1963-01-08 | Ciba Geigy Corp | delta4-pregnene-20-imino derivatives and process for their preparation |
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