Ammonia → 19-Hydroxy-5-androsten-17-one acetate

Participants

Reaction Steps

A solution of 3β-chloro-19-hydroxy-5-androsten-17-one acetate in anhydrous tetrahydrofuran is added with stirring to a solution of lithium in liquid ammonia. After approximately two hours of stirring, 95% ethanol is added via dropwise addition. The residue obtained after evaporation of the ammonia is treated with water and ether. The ether extract is washed with water, dried over magnesium sulfate and concentrated under vacuum. The residue which remains is crystallized from an acetone-hexane solution to yield 19-hyroxy-5-androsten-17-one acetate.

Provenance & Evidence