Hydrochloric Acid → 3-[4-(4-Cyanobenzamidomethyl)phenyl]-2-oxo-5-oxazolidinecarboxylic acid

Participants

Reaction Steps

5.4 g of 3-(4-aminomethylphenyl)-2-oxo-5-oxazolidinecarboxylic acid are suspended in 70 ml of THF. 35 ml of 1N NaOH are added dropwise with stirring. Subsequently, a solution of 6.6 g of 4-cyanobenzoyl chloride in 60 ml of THF is added dropwise. The pH of the solution is maintained at between 9 and 10.5 by addition of 1N NaOH. After reaction has taken place, the mixture is acidified at a pH of 1 with 2N HCl. The solvent is removed and the residue is filtered off with suction and washed with water. 3-[4-(4-cyanobenzamidomethyl)phenyl]-2-oxo-5-oxazolidinecarboxylic acid is obtained, m.p. 234°.

Provenance & Evidence