Benzoic Acid → 2-[4-fluoro-2-(N-methylformamido)phenyl]-2-oxoethyl benzoate

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Reaction Steps

Benzoic acid (42.7 g) and triethylamine (64.8 ml) were dissolved in dichloromethane (250 ml) at 0° and this solution was added to the dichloromethane solution of 2'-(2-chloroacetyl)-5'-fluoro-N-methylformanilide over a period of hour whilst maintaining the temperature below 5° with ice/water bath cooling. After stirring for 1 hour at 5°, the mixture was heated under reflux under nitrogen for 16 hours. Further triethylamine (16 ml) was added and the mixture heated under reflux for a further 16 hours. The mixture was allowed to cool to ambient temperature, washed with water (2×250 ml) and dried over magnesium sulphate. Evaporation of the solvent gave the novel compound 2-[4-fluoro-2-(N-methylformamido)phenyl]-2-oxoethyl benzoate, m.p. 93°-95°.

Provenance & Evidence