N-heptyl-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetamide → N-heptyl-2-(4-hydroxy-3-methoxyphenyl)-2-oxoacetamide

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Reaction Steps

Manganese oxide 60% (4.5 g, 31 mmol) was added to a stirred solution of N-heptyl-2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-acetamide (0.5 g, 1.7 mmol) in chloroform (50 ml) at room temperature. The resulting mixture was stirred at room temperature for 24 hrs. filtered, and centrifuged to remove the remaining of manganese oxide. The filtrate was concentrated in vacuum. The crude product was chromatographed on a silica gel column using ethyl acetate/heptane (2:3) as eluent to provide the title compound (0.15 g, 30% yield) as pale yellow crystals.

Provenance & Evidence