tert-Butanol → HCID 86734621, compound

Participants

Reaction Steps

At room temperature, a solution of 360 mg. of p-nitroperbenzoic acid in 2.5 ml. of tert.-butanol and 0.5 ml. of ethylene chloride is gradually added to 450 mg. of 3-hydroxy-18-methyl-1,3,5(10),16-estratetraene in 15 ml. of ethylene chloride. After 18 hours, the crude product is worked up as described in (A) and purified by preparative layer chromatography (eluent: hexane/ethyl acetate = 7 : 3). In this way, 310 mg. of 16α,17α-epoxy-3-hydroxy-18-methyl-1,3,5(10)-estratriene is isolated as an oily product.

Provenance & Evidence