m-Chloroperbenzoic acid → 6-methyl-3-[3-[4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy]-propyl]-pyridine-N-oxide

Participants

Reaction Steps

To a solution of 1.08 g (2.8 mmol) of 6-methyl-3-[3-[4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy]-propyl]-pyridine in 30 ml of methylene chloride was added 0.71 g (1.5 eq) or m-chloroperbenzoic acid (MCPBA). The mixture was stirred under nitrogen for 18 h at room temperature, poured into saturated sodium bicarbonate solution, and the organic layer was separated and dried over sodium sulfate. The organic layer was filtered, concentrated, and the residue was recrystallized from isopropyl acetate/hexane to afford 0.93 g (83%) of 6-methyl-3-[3-[4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy]-propyl]-pyridine-N-oxide, as white needles, m.p. 119°-121° C.

Provenance & Evidence