m-Chloroperbenzoic acid → N-(1-{5-[(4-ethoxybenzyl)sulfinyl]-1-benzofuran-2-yl}ethyl)acetamide

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Reaction Steps

To a solution of N-(1-[5-[(4-ethoxybenzyl)sulfanyl]-1-benzofuran-2-yl]ethyl)acetamide (100 mg, 0.271 mmol) obtained in Example 49 in ethyl acetate (2 mL) was added 75% m-chloroperbenzoic acid (79.8 mg, 0.324 mmol), and the mixture was stirred at room temperature for 1.5 hr. Aqueous sodium hydrogen carbonate solution was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to ethyl acetate), and the obtained solid was washed with diethyl ether to give the title compound (25.5 mg, yield 25%).

Provenance & Evidence