Hydrogen Peroxide → HCID 86734050, compound

Participants

Reaction Steps

A solution of 10g of 9-fluoro-11β-hydroxyandrost-4-ene-3,17-dione in 1.5 liter of methanol is stirred at room temperature with 30ml of 30% hydrogen peroxide and 20ml of 4N sodium hydroxide solution. The resulting solution is diluted with 4 liters of water and extracted with dichloromethane. The dichloromethane solution is washed with 5% hydrochloric acid, 5% sodium bicarbonate solution, water, dried, and evaporated in vacuo to give 9.1g of crude product. This material is dissolved in dichloromethane and chromatographed on a 100g-silica gel column. Elution with the same solvent gives 3.39g of the title compound and some impure material which is rechromatographed to give a further 1.71g of the title compound.

Provenance & Evidence