Water → HCID 70502497, compound

Participants

Reaction Steps

Sodium hydroxide solution (60 ml; 4N) was added to a solution of 16β-(1-piperidinyl)-5α-androstane-2β,17β-diol 2-acetate (25.49 g) in methanol (120 ml) and the mixture was heated under reflux for 1 h. When the solution had cooled to room temperature, water (200 ml) was added to precipitate the product, which was filtered off and washed with water (3×200 ml). A solution of the crude solid in diethyl ether (150 ml) was washed neutral with water (2×200 ml), dried (MgSO4) and evaporated to dryness. Crystallisation of the resulting white solid from methanol acetone afforded 16β-(1-piperidinyl)-5α-androstane-2β,17β-diol (17.51 g), m.p. 215°-219° C.; [α]D +36.1° (c 0.48 in CHCH3).

Provenance & Evidence