m-Chloroperbenzoic acid → HCID 70400293, compound

Participants

Reaction Steps

To a solution of (11β,17β)-9-fluoro-11-hydroxy-17-(methylthio)androsta-1,4-dien-3-one (701 mg, 2.0 mmole; see example 5) in chloroform (30 ml) was added a solution of 85% m-chloroperbenzoic acid (398 mg, 2.0 mmole) in chloroform (10 ml). An instantaneous reaction was observed (tlc). The solution was then washed with a 10% potassium carbonate solution and water, dried (anhydrous magnesium sulfate) and evaporated to afford the title compound as a solid (700 mg). One crystallization of this from acetone-hexane followed by drying (100° C., 0.3 mm of Hg, 10 hours) gave the analytical specimen of the title compound (600 mg) melting point 270°-272° C. dec., as a mixture of sulfoxide stereoisomers, with consistent spectral data.

Provenance & Evidence