m-Chloroperbenzoic acid → HCID 53810667, compound

Participants

Reaction Steps

To a stirred solution of 1-[4-bromo-2-(methylsulphenylmethyl)phenyl]-3-cyclopropyl-2-(ethoxyiminomethyl)propan-1,3-dione (0.95 g) in dichloromethane cooled to -25° C. was slowly added m-chloroperbenzoic acid (50 to 60%, 0.55 g). The mixture was filtered in the cold and the filtrate diluted with ether and washed with 1M sodium metabisulphite, 25% sodium acetate and brine, dried (anhydrous sodium sulphate) and evaporated. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate and hexane, giving as a yellow gum 1-[4-bromo-2-(methylsulphinylmethyl)phenyl]-3-cyclopropyl-2-(ethoxyiminomethyl)propan-1,3-dione (compound 8, 0.78 g), NMR (CDCl3) δ 1.0-1.4(7H, m), 2.55(3H, s), 2.8(1H, m), 4.0-4.2(4H, m), 7.2(1H, d), 7.5(1H, dd), 7.65(1H, d), 7.7(1H, bs).

Provenance & Evidence