Sodium borohydride → HCID 54222593, compound

Participants

Reaction Steps

3.2 g. of 1α,2α-methylene-4-androstene-3,17-dione is dissolved in 50 ml. of absolute ethanol, cooled to 0° C., and mixed with 0.5 g. of sodium borohydride in incremental portions. After a reaction period of 3 hours with ice cooling. The mixture is stirred into 50 ml. of semisaturated sodium dihydrogen phosphate solution. The thus-precipitated product is filtered off and washed with water. After recrystallization from ethanol, 1.95 g. of 17β-hydroxy-1α,2α-methylene-4-androsten-3-one is obtained and gives after acetylation with acetic anhydridepyridine at room temperature, strongly anabolic 17β-acetoxy-1α,2α-methylene-4,6-androsten-3-one, "Arzneim. Forschung" (Drug Research) 15 (1965) : 1168.

Provenance & Evidence