m-Chloroperbenzoic acid → 3-Chloro-2-(4-chloro-3-methoxyphenyl)-5-trifluoromethylpyridine N-oxide

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Reaction Steps

A solution of 4.5 g (14 mmol) of 3-chloro-2-(4-chloro-3-methoxyphenyl)-5-trifluoromethylpyridine and 9.7 g (31 mmol) of 3-chloroperbenzoic acid in 80 ml of methylene chloride was stirred at 23° C. for 4 days and then at 40° C. for 16 h. The mixture was then extracted with 100 ml of 10% strength aqueous sodium bisulfate solution, with 100 ml of a 10% strength aqueous sodium bicarbonate solution and three times with 80 ml of water each time. The organic phase was concentrated, and the residue was chromatographed on silica gel with cyclohexane/ethyl acetate (5:1). Yield: 3.6 g (76%) of colorless crystals; melting point: 156°-157° C.

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