2-Hydroxy-5-methoxybenzaldehyde → 2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methoxybenzaldehyde

Participants

Reaction Conditions

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (115 mg), 2-hydroxy-5-methoxybenzaldehyde (385 mg), and 4-dimethylaminopyridine (321 mg) were suspended in o-dichlorobenzene (5 ml), and the suspension was stirred at 160° C. for 4 hr. The reaction solution was cooled to room temperature, and the solvent was then removed therefrom by distillation under the reduced pressure. Chloroform was added to the residue, and the organic layer was washed with a 1 N aqueous potassium hydroxide solution and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform and by thin layer chromatography using acetone-hexane to quantitatively obtain 180 mg of the title compound.

Provenance & Evidence