m-Chloroperbenzoic acid → 4-Methyl-5-(2-oxiranyl)-2,1,3-benzoxadiazole

Participants

Reaction Steps

A mixture of 5-ethenyl-4-methyl-2,1,3-benzoxadiazole (1.4 g, 8.4 mmol) and mCPBA (85%, 2.57 g, 12.6 mmol) in 200 mL of DCM was stirred at room temperature for 96 hours. The reaction mixture was cooled to 0° C. and was washed subsequently with saturated NaHCO3 (50 mL), saturated Na2SO3 (50 mL), 5% NaOH (50 mL×2) and brine (50 mL), dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica column chromatography (PE:EtOAc=5:1) to afford the title compound.

Provenance & Evidence