HCID 53923971, compound → HCID 54148456, compound

Participants

Reaction Steps

To a solution of 0.18 g of 17β-hydroxy-5α-estr-2-ene, Compound 5, in 10 ml of acetone cooled to 0°-5° C. is added dropwise Jones reagent until the reaction mixture becomes permanently orange-brown. The reaction mixture is stirred for another 2 min, and then the excess reagent is destroyed by addition of isopropanol. The solvent is evaporated under reduced pressure, and the residue is treated with water (25 ml) and ether (25 ml). The ether phase is separated, and the water is extracted once more with ether (20 ml). The combined ether phase is washed with water, sodium chloride solution and dried over sodium sulfate. Evaporation of the solvent produces 0.175 g of 5α-estr-2-ene-17-one.

Provenance & Evidence