Sulfuric Acid → 3-Methoxyestra-1,3,5(10),9(11)-tetraen-17-one

Participants

Reaction Steps

A solution of 3.0 grams of 3-methoxy-13β-methylgona-1,3,5(10)-trien-17-one and 0.66 gram of sodium acetate in 60 milliliters of methanol and 20 milliliters of dichloromethane was electroyzed between the same platinum electrodes as specified in Example 1 while a potential of 1.7 volts (measured at the anode against a standard saturated calomel electrode) was maintained between the electrodes. At the completion of the electrolysis, which was established by thin-layer chromatography, the solution was made slightly acid by adding sulfuric acid thereto and it was allowed to stand at room temperature for a period between 20 and 30 minutes. Thereafter the dichloromethane was distilled and the product was crystallized from the remaining methanolic solution. In this manner, 2.5 grams of 3-methoxy-13β-methylgona-1,3,5(10),9(11)-tetraen- 17-one having a melting point of 142°- 145° C. was obtained.

Provenance & Evidence