Ammonia → Dihydrotestosterone

Participants

Reaction Steps

0.5 g. of 5α-androst-1-en-17β-ol-3-one in 20 ml. of tetrahydrofuran is reacted in 150 ml. of ammonia for 15 minutes at 0.2 A/cm2 in a divided cell with the use of sodium chloride as the conductive salt and a gold cathode and an anode of glass-like carbon. After the catholyte has been worked up and the crude product has been recrystallized, 0.38 g. of 5α-androstan-17β-ol-3-one is obtained, m.p. 173° - 175° C.

Provenance & Evidence