Water → HCID 70506348, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 21 g of 3β-acetoxy-7α-chloro-5β,6β-epoxy-17,17-ethylenedioxy-15β,16β-methylene-5β-androstane in 105 ml of tetrahydrofuran, 105 ml of acetic acid, and 27 ml of water is combined with 63 g of zinc dust and stirred for 1.5 hours at 80° C. The mixture is then decanted off from the zinc, washed with methylene chloride, and the organic phase is washed with sodium bicarbonate solution and water. After drying and evaporation, the residue is chromatographed on silica gel, thus obtaining 13.8 g of 3β-acetoxy-5-hydroxy-15,16β-methylene-5β-androst-6-en-17-one, mp 191°-194° C.

Provenance & Evidence