Carbon Tetrachloride → HCID 70506676, compound

Participants

Reaction Conditions

Reaction Steps

6.9 g of 17β-acetoxy-3β-benzoyloxy-15β,16β-methylene-5-androstene was combined with 69 ml of carbon tetrachloride with an acetic tert.-butyl chromate solution prepared from 10.35 g of chromium(VI) oxide, 90 ml of carbon tetrachloride, 28.2 ml of tert.-butyl alcohol, 37.2 ml of acetic acid, and 134 ml of acetic anhydride. The reaction solution was then stirred for 32 hours at 80° C., diluted with methylene chloride, and washed with sodium acetate solution, sodium bicarbonate solution, and water. After drying and evaporation, the resultant residue was chromatographed on silica gel, thus obtaining 4.4 g of 17β-acetoxy-3β-benzoyloxy-15β,16β-methylene-5-androsten-7-one, mp 245°-246° C. (acetone-diisopropyl ether).

Provenance & Evidence