Acetonitrile → 3-methyl-4-(alpha-phenoxypropionamido)phenyl N-methylcarbamate

Participants

Reaction Steps

3-methyl-4-aminophenyl N-methylcarbamate (1.8g., 0.01 mole), triethylamine (1.31g., 0.013 mole), and a solvent mixture of acetonitrile (20 ml.) and benzene (20 ml.) was stirred while a benzene solution of α-phenoxypropionyl chloride was added dropwise. The resulting mixture was refluxed for a short time, cooled, and solvents removed under reduced pressure to yield a tacky residue. This residue was dissolved in a minimum of hot 50% aqueous ethanol. Addition of more water and cooling produced a white precipitate of the desired product (3 grams, m.p. 123°-25° C.).

Provenance & Evidence