Water → 1-[2-(2-Fluorobenzamido)phenyl]indoline

Participants

Reaction Steps

A stirred mixture, under N2, of 9.86 g of 1-(2-aminophenyl)indoline hydrochloride and 100 ml of dry methylene chloride is treated with 8.09 g of triethylamine. The mixture is cooled to 0°-5° C., and a solution of 6.34 g of o-fluorobenzoyl chloride in 25 ml of CH2Cl2 is added over 1 hour at such a rate as to keep the temperature below 5° C. The mixture is then stirred overnight at ambient temperature. Water is added, the organic layer is separated, washed with 3 N--HCl, with 3 N--NaOH, with H2O, dried and concentrated to a crystalline solid of 1-[2-(2-fluorobenzamido)phenyl]indoline, m.p. 139°-141° C.

Provenance & Evidence