Acetic Anhydride → HCID 70501729, compound

Participants

Reaction Steps

Acetic anhydride (5.25 ml) was added dropwise to a stirred solution of 16β-(1-piperidinyl)-5α-androstane-2β,17β-diol (14.0 g) in pyridine (280 ml) maintaining the temperature below 5° C. by means of an ice-bath. When the addition was complete, the cooling bath was removed. After 2 h, saturated sodium carbonate solution (approx. 120 ml) was added to give pH >7 and the precipitated product was extracted into dichloromethane (100 ml). The extract was washed with water (3×200 ml), dried (MgSO4) and evaporated to dryness. Crystallisation of the residue from acetone afforded 16β-(1-piperidinyl)-5α-androstane-2β,17β-diol 17-acetate (14.38 g), m.p. 239°-240° C.; [α]D +25.5° C. (c 0.53 in CHCl3).

Provenance & Evidence