Methane → 1-Acetoxy-3,17beta-dimethoxy-1,3,5(10)-estratriene

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Reaction Steps

1-Acetoxy-3-methoxyestra-1,3,5(10)-trien-17β-ol (1.0 g) is etherified with CH2H2, generated from N-nitrosomethylurea and catalyzed with a drop of 48% HBF4 in methylene chloride. The resulting polymethylene polymer is filtered and the methylene chloride filtrate is washed with 10% sodium bicarbonate solution, water and then dried over sodium sulfate. Evaporation in vacuo gives an oil which is crystallized from ethanol to give 1-acetoxy-3,17β-dimethoxy-1,3,5(10)-estratriene as a white solid, yield 0.78 g (75%); m.p. 81°-83° C.

Provenance & Evidence