HCID 15871130, compound → HCID 15871131, compound

Participants

Reaction Conditions

Reaction Steps

80 ml of THF is added to a solution of methylmagnesium iodide (prepared from 2.5 g of magnesium and 6.4 ml of methyl iodide in 80 ml of diethyl ether), it is cooled to −5° C., and 1 g of copper acetate-monohydrate, dissolved in 50 ml of THF, is added. It is cooled to −20° C., and then a solution of 5 g of 17β-hydroxy-14β,15β-methylen-androsta-4,6-dien-3-one in 80 ml of THF is added in drops. After 2 hours, it is poured onto ice water/2N sulfuric acid and extracted with 3×80 ml of ethyl acetate. The organic extract is dried and concentrated by evaporation. The residue is chromatographed on silica gel (mobile solvent: dichloromethane/ethyl acetate 10:1). For further purification, it is recrystallized from ethyl acetate.

Provenance & Evidence