反応 #354818

反応方程式

5α-androst-2-en-11-one 17β-carboxylic acid

oxalyl chloride

→

17β-chlorocarbonyl-5α-androst-2-en-11-one

溶媒

benzene

反応条件

後処理

1. 1
   その他The mixture was evaporated

実験手順

A solution of 5α-androst-2-en-11-one 17β-carboxylic acid (6.3g.) in dry benzene (200 ml.) and oxalyl chloride (15.75 ml.) was refluxed for 1.5 hr. The mixture was evaporated to give 17β-chlorocarbonyl-5α-androst-2-en-11-one as a gum which shaken with 880 ammonia (100 ml.), benzene (32 ml.) and water (32 ml.) After 1 hr. the mixture was extracted with ether. The ethereal solution was washed (H2O), dried and evaporated to give a froth. Crystallisation from chloroform/petrol afforded the title compound (1.9g.); m.p. 92°-96°; [α]D + 95.5°, (c 0.75).

出典