Water → 6,7-dimethoxy-1-(4-methoxybenzyl)-4(1H)-quinolone

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Reaction Steps

6,7-Dimethoxy-4(1H)-quinolone (0.5 g) was dissolved in dimethylformamide (10 ml). 60% Sodium hydride (130 mg) and 4-methoxybenzyl bromide (0.42 ml) were added to the solution, and the mixture was stirred at room temperature for 15 hours. Water was added to the mixture, and extraction was conducted with ethyl acetate. The extract was washed with water and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (Wako Gel C-200, 30 g). Elution with a mixed solvent of chloroform (90 parts) and methanol (10 parts) gave 6,7-dimethoxy-1-(4-methoxybenzyl)-4(1H)-quinolone (compound 17, 0.39 g).

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