1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → Ethyl 4-hydroxy-7,8-dimethoxyquinoline-3-carboxylate

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Reaction Conditions

Reaction Steps

To Dowtherm A (100 mL) heated at 250° C. was added diethyl 2-(((2,3-dimethoxyphenyl)amino)methylene)malonate (48 g, 148 mmol). The mixture was stirred at 250° C. for 1 h. LCMS indicated completion of the reaction. The reaction mixture was allowed to cool a bit and was then added to cold hexane, the precipitates were collected by filtration, washed with hexane and then allowed to dry in the air to afford ethyl 7,8-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate (35 g, 126 mmol, 85% yield) as brown solid. LCMS: (M+H)+: 278.2.

Provenance & Evidence