21-Bromo-3alpha-hydroxy-5alpha-pregnane-11,20-dione → 21-Bromo-5alpha-pregnane-3,11,20-trione

Participants

Reaction Steps

21-Bromo-3α-hydroxy-5α-pregnane-11,20-dione (412 mg) in acetone (20 ml) was stirred during dropwise addition of Jones reagent (0.4 ml) at room temperature. After 10 minutes, the reaction mixture was poured onto water extracted with chloroform and the combined chloroform extract was washed with water dried (MgSO4) and evaporated. The residue was crystallised from ether/petrol to give title compound (350 mg) as white microcrystals mp 170° [αD ] + 132° (ε 1.1).

Provenance & Evidence