Dichloromethane → HCID 15838717, compound

Participants

Reaction Steps

To a solution of 6β-propargyl-4-androstene-3,17-dione (1) (160 mg, 0.5 mmol) in dry dioxane (30 mL) was added dichlorodicyanobenzoquinone (DDQ, 150 mg, 0.6 mmol), and the reaction mixture was refluxed with stirring for 6 hours. Dilution with 30 mL dichloromethane followed by washing (1% NaOH, water), drying and evaporation in vacuo, gave 125 mg of crude product. The residue was purified by chromatography over silica gel and the product was recrystallized from acetone/hexane to give 95 mg (60% yield) of the title compound (12).

Provenance & Evidence