Water → 16beta-Ethyl-17beta-lactoyloxyacetoxy-4-estren-3-one

Participants

Reaction Steps

In 30 ml of DMF is dissolved 3.4 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one, and 2.5 ml of 70% aqueous sodium lactate is added. The mixture is stirred at room temperature (15°-25° C.) for 3 hours and poured into a mixture of 350 ml of ethyl acetate and 30 ml of water. The organic layer is separated, washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The solvent is then distilled off under reduced pressure and the residue is subjected to column chromatography. Following passage of 100 ml of dichloromethane and 700 ml of diisopropyl ether in that order, elution is carried out with 1200 ml of diisopropyl ether-ethyl acetate (10:1). The eluate is evaporated under reduced pressure to remove the solvent, giving 3.0 g of the above-identified compound as a light yellow oil.

Provenance & Evidence