p-Toluenesulfonic acid → HCID 68147543, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5 g. of 1,3-diacetoxy-8α-estra-1,3,5(10)-trien-17-one, 100 ml. of isopropenyl acetate, and 14.4 g. of p-toluenesulfonic acid is heated for 21 hours to 105° C. under a slight N2 stream. After heating to 125° C., 50 ml. of iospropenyl acetate is gradually distilled off. After cooling, 10 ml. of pyridine is added, the mixture is diluted with methylene chloride, washed with saturated sodium bicarbonate solution and water, and dried over sodium sulfate. The solvent is evaporated under vacuum. After chromatography on 260 g. of SiO2, 3 g. of 1,3,17-triacetoxy-8α-estra-1,3,5(10),16-tetraene is obtained as an oil, which is further processed in the form of the crude product.

Provenance & Evidence