Diethyl (ethoxymethylene)malonate → Diethyl 2-(((2-fluoro-3,4-dimethoxyphenyl)amino)methylene)malonate

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-fluoro-3,4-dimethoxyaniline (39 g, 228 mmol) in Ethanol (200 mL) was added diethyl 2-(ethoxymethylene)malonate (45.7 mL, 228 mmol), and the resulting mixture was heated at 80° C. for 1 h. LCMS indicated completion of the reaction. The mixture was concentrated in vacuo to remove ethanol and then washed with hexane to afford diethyl 2-(((2-fluoro-3,4-dimethoxyphenyl)amino)methylene)malonate (72 g, 211 mmol, 93% yield) as a brown solid. LCMS (M+H)+: 342.1.

Provenance & Evidence