GB461322A - Manufacture of compounds of the aetio-cholenone or aetio-allo-cholenone series - Google Patents

Manufacture of compounds of the aetio-cholenone or aetio-allo-cholenone series

Info

Publication number
GB461322A
GB461322A GB22678/35A GB2267835A GB461322A GB 461322 A GB461322 A GB 461322A GB 22678/35 A GB22678/35 A GB 22678/35A GB 2267835 A GB2267835 A GB 2267835A GB 461322 A GB461322 A GB 461322A
Authority
GB
United Kingdom
Prior art keywords
aetio
allo
androstane
cholenone
dione
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
Application number
GB22678/35A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Gesellschaft fuer Chemische Industrie in Basel CIBA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Publication of GB461322A publication Critical patent/GB461322A/en
Expired legal-status Critical Current

Links

Abstract

Compounds of the aetio-cholenone or aetio-allo-cholenone series are obtained by causing halogen to act on a compound of the aetio-cholanone or aetio-allo-cholanone series and treating the halogen compound so produced with an agent that eliminates hydrogen halide, such as a tertiary amine. Amines mentioned for this purpose are pyridine, quinoline and dimethylaniline. Transformations according to the present invention which are mentioned are the conversion of aetio-cholane dione and aetio - allo - cholanone into androstene - diones-(3 : 17). Androstane-ol-(17)-one-(3) and aetio-allo-cholanol-(17)-one-(3) and their esters into androstene-ol-(17-ones-(3) and esters thereof. In examples: (1) bromine is added to a glacial acetic acid solution of androstane-dione, and the product is precipitated with water. The recrystallized bromo-androstane-dione-(3 : 17) is boiled with dry pyridine for 15 hours, whereupon the solution is acidified and the andro-stene-dione extracted with ether; (2) bromine is added to a glacial acetic acid solution of androstane-ol-(17)-one-(3)-acetate obtained as described in Specification 461,335 and the bromo-androstane-ol-(17)-one-(3)-acetate precipitated with water. This product is treated with boiling quinoline and worked up as in example (1) to give androstene-ol-(17)-one-(3)-acetate. The process can also be applied to aetio-cholanol-(17)-one-(3)-acetate.
GB22678/35A 1935-06-18 1935-08-12 Manufacture of compounds of the aetio-cholenone or aetio-allo-cholenone series Expired GB461322A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH461322X 1935-06-18

Publications (1)

Publication Number Publication Date
GB461322A true GB461322A (en) 1937-02-12

Family

ID=4515739

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22678/35A Expired GB461322A (en) 1935-06-18 1935-08-12 Manufacture of compounds of the aetio-cholenone or aetio-allo-cholenone series

Country Status (1)

Country Link
GB (1) GB461322A (en)

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