Benzoyl chloride → HCID 13335991, compound

Participants

Reaction Steps

A 14.4 g (0.1 mole) quantity of sodium benzoate was added with stirring to a mixture of 10.2 g (0.03 mole) of β-piperidinoethyl 5-chloro-3-propionylsalicylate and 12.6 g (0.09 mole) of benzoyl chloride. The resulting mixture was heated in an oil bath at 180° to 190° C. for 8 hours to undergo reaction. After cooling, a 5% aqueous solution of sodium carbonate was added to the reaction mixture. The solids formed were purified with alcohol to provide 10.6 g (83.0%) of white crystals which were treated with a hydrochloric acid-alcohol mixture and were recrystallized from alcohol. The hydrochloride of the compound was found to have a melting point of 196.1° to 198.3° C.

Provenance & Evidence