GB879004A - Formic acid esters of 1-alkinyl-cycloalkanols and a process for their manufacture - Google Patents

Formic acid esters of 1-alkinyl-cycloalkanols and a process for their manufacture

Info

Publication number
GB879004A
GB879004A GB39903/59A GB3990359A GB879004A GB 879004 A GB879004 A GB 879004A GB 39903/59 A GB39903/59 A GB 39903/59A GB 3990359 A GB3990359 A GB 3990359A GB 879004 A GB879004 A GB 879004A
Authority
GB
United Kingdom
Prior art keywords
ethynyl
formate
testosterone
cycloalkanols
alkali metal
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
GB39903/59A
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Publication of GB879004A publication Critical patent/GB879004A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

Landscapes

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1-alkynlcycloalkanol formate of formula <FORM:0879004/IV (b)/1> where R is hydrogen or a monovalent hydrocarbon radical and Z is a bivalent unsubstituted or substituted hydrocarbon radical, which may be carbon atoms 13-16 of a cyclopentanopolyhydrophenanthrene ring system, are prepared by reacting the corresponding cycloalkanol with formyl fluoride in an inert organic solvent below -20 DEG C., preferably at -80 to -60 DEG C. 17a -Ethynyl-19-nor-testosterone formate, 1-ethynyl-cyclohexan-1-ol formate and 1-propynylcyclohexan- 1-ol formate are claimed per se. The cycloalkanols are preferably used in the form of their alkali metal alcoholates which may be obtained by the action of alkali metal amide in liquid ammonia. 17-a -Ethynyl-19-nor-testosterone formate is prepared both from 17-a -ethynyl-19-nor-testosterone-3-ethyl-enol-ether and from 17-a - ethynyl-19- nor-testosteroneethyleneketal, two isomeric 17-a -ethynyl-19-nor-testosterone-ethylene-ketal formates being isolated as intermediates in the latter case and hydrolysed with acetic acid to the product. Products may be purified by silicic acid chromatography. Specification 853,735 is referred to.
GB39903/59A 1958-12-16 1959-11-24 Formic acid esters of 1-alkinyl-cycloalkanols and a process for their manufacture Expired GB879004A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE879004X 1958-12-16

Publications (1)

Publication Number Publication Date
GB879004A true GB879004A (en) 1961-10-04

Family

ID=6818788

Family Applications (1)

Application Number Title Priority Date Filing Date
GB39903/59A Expired GB879004A (en) 1958-12-16 1959-11-24 Formic acid esters of 1-alkinyl-cycloalkanols and a process for their manufacture

Country Status (1)

Country Link
GB (1) GB879004A (en)

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