Ammonia → HCID 12804608, compound

Participants

Reaction Steps

Jones reagent was added dropwise to a stirred solution of methyl 11α-cyclohexylamino-3β-hydroxy-5α-androstane-17β-carboxylate (300 mg) in acetone (40 ml) until the reagent colour was not discharged. Water (200 ml) was added and the mixture was brought to pH 10 with 0.88 NH3 solution. Ether (50 ml) was added and the mixture was filtered. The aqueous phase was separated, extracted with ether (50 ml) and the organic phase was washed with water, dried and evaporated to leave an oil (289 mg) which crystallised from petrol to give the title compound m.p. 93°-94° C., [α]D -12°.

Provenance & Evidence