Potassium Carbonate → 4-(N-Methylbenzenesulphonamidomethyl)-cinnamic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of 5.1 g. (30 mmol) N-methylbenzenesulphonamide, 8.8 g. (33 mmol) ethyl 4-bromomethyl-cinnamate (m.p. 47° C.), 4.1 g. (30 mmol) potassium carbonate and 50 ml. dimethylformamide are heated, with stirring, for 4 days at 60° C. The reaction mixture is then cooled and stirred into cold water and the organic components extracted with diethyl ether. The ethereal solution is washed with 0.5 N aqueous sodium hydroxide solution, dried with anhydrous sodium sulphate and evaporated. The residue is recrystallized from isopropanol to give 7.9 g. (73% of theory) ethyl 4-(N-methylbenzenesulphonamidomethyl)-cinnamate; m.p. 112°-112.5° C.

Provenance & Evidence