1-(4-Methoxy-2,5-dimethylphenyl)ethanone → (NE)-N-[1-(4-methoxy-2,5-dimethylphenyl)ethylidene]hydroxylamine

Participants

Reaction Steps

To a solution of 0.5 g (2.6 mmol) of 1-(4-methoxy-2,5-dimethylphenyl)ethanone obtained in Step 2 and 0.36 g (5.1 mmol) of hydroxylamine chloride in 15 mL of methanol was added 1.0 g of a molecular sieve for dehydration. The reaction mixture was stirred at room temperature for 3 hours and filtered through celite and the filtrate was concentrated in a vacuum. The concentrate was stirred in water (20 mL) and the aqueous layer was extracted twice with 20 mL of dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, followed by vacuum concentration. The residue was purified through silica gel chromatography to produce (E)-1-(4-methoxy-2,5-dimethylphenyl)ethanone oxime as a white solid (0.45 g, yield: 83%).

Provenance & Evidence