Hydrogen Bromide → 2beta-Bromo-3alpha-hydroxy-17beta-methoxycarbonyl-5alpha-androstan-11-one

Participants

Reaction Steps

2α,3α-Epoxy-17β-methoxycarbonyl-5α-androstan-11-one (500 mg.) in chloroform (32 ml.) was stirred with 48% aqueous hydrogen bromide (10 ml.). After an hour the mixture was washed with an excess of aqueous sodium bicarbonate and with water, was dried (MgSO4) and evaporated to a froth (628 mg.) Crystallisation from ethyl acetate/light petroleum afforded title compound (330 mg.) as colourless needles; m.p. 205°-208°; [α]D + 76°,

Provenance & Evidence