Water → HCID 54230118, compound

Participants

Reaction Steps

The 17β-difluoromethylestr-5(10)-en-3-one is dissolved in pyridine under nitrogen with stirring. Pyridinium bromide perbromide is added over a 5-minute period. The reaction is stirred at 20°-25° under nitrogen for about 2.5 hr. Water is then added and the product extracted with diethyl ether. The diethyl ether extract is washed with water, dilute hydrochloric acid, water, dilute bicarbonate, water, and chromatographed over a silica gel column. The column is eluted with a gradient between 10% ethyl acetate-SSB and 60% ethyl acetate-SSB. The appropriate fractions are pooled and concentrated. The concentrate is rechromatographed and recrystallized from acetone to give the title compound.

Provenance & Evidence