GB895340A - Process for the manufacture of halogen pregnenes - Google Patents
Process for the manufacture of halogen pregnenesInfo
- Publication number
- GB895340A GB895340A GB26976/58A GB2697658A GB895340A GB 895340 A GB895340 A GB 895340A GB 26976/58 A GB26976/58 A GB 26976/58A GB 2697658 A GB2697658 A GB 2697658A GB 895340 A GB895340 A GB 895340A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- hydroxyl group
- free
- oxo
- group
- 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)
- Steroid Compounds (AREA)
Abstract
6-Chloropregnanes of the formula <FORM:0895340/IV (b)/1> wherein R1, R2 and R3 are hydrogen, or a free or esterified hydroxyl group, R4 is hydrogen or a methyl group, X is hydrogen, chlorine or fluorine, and Y is two hydrogen atoms, an oxo group or hydrogen and a free or esterified hydroxyl group are prepared from the 3-enol ethers or 3-ketals of the corresponding 6-unsubstituted compounds (which may contain in the 20-position hydrogen and a free or esterified hydroxyl group or a free or ketalised oxo group) by chlorination with chlorine, hypochlorous acid or agents liberating hypochlorous acid, any 5 : 6-dichloro compound formed being dehydrohalogenated, a ketalized oxo group in 3- and/or 20-position or a 20-hydroxyl group being converted into an oxo group the D 4-3-oxo-6b -chloro compound so obtained being isomerised with acid to a D 4-3-oxo-6a -chlor compound and if desired, at any stage of the reaction an esterified hydroxyl group is hydrolysed or a free hydroxyl group is esterified. The process is illustrated by twenty-one examples. The 3-enol ethers required as starting materials are prepared by treating the appropriate D 4-3-ketone with ethyl or propyl orthoformate and concentrated sulphuric acid or p-toluene sulphnic acid in ethanol-dioxane. The preparation of hydrocortisone-11-trifluoroacetate 21-acetate is also detailed. Specification 834,372 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MX895340X | 1957-08-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB895340A true GB895340A (en) | 1962-05-02 |
Family
ID=19743144
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26976/58A Expired GB895340A (en) | 1957-08-30 | 1958-08-21 | Process for the manufacture of halogen pregnenes |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB895340A (en) |
-
1958
- 1958-08-21 GB GB26976/58A patent/GB895340A/en not_active Expired
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