Benzoic Acid → Benzoyl chloride

Participants

Reaction Steps

To 12.2 g of benzoic acid, 24 g of thionyl chloride was added, and allowed to react under reflux for 2 hours. Alter the termination of the reaction, thionyl chloride was evaporated under reduced pressure, and then distilled under reduced pressure at 20 mmHg to obtain 10 g of benzoic acid chloride at a distillation temparature of 105° C. The benzoic acid chloride was dissolved in 50 ml of toluene, ant added with 8 g of 4-fluorophenol and 8 g of pyridine to react at 40 ° C. for 3 hours. After the termiration of the reaction, 100 ml of water was added, and the organic layer was separated. The organic layer was washed with dilute hydrochloric acid, dilute alkali aqueous solution and saturated sodium chloride solution successively, and then, dried by adding anhydrous sodium sulfate. Subsequently, the organic layer was filtered, and solvent was evaporated from the filtrate under reduced pressure. The reaction product was recrystallized from hexane, and then distilled under reduced pressure at 1 mmHg to collect the fractions at a distillation temperature of 160° C. Thus, 9 g of benzoic acid (4-fluorophenyl) ester represented by the following formula was obtained. The melting point of the ester was 58.0° C. The infrared absorption spectrum of the ester is shown in FIG. 1. ##STR4##

Provenance & Evidence