Hydrochloric Acid → 1-[(4-Bromo-2-fluorophenyl)methyl]-7-chloro-1H-indole-2,3-dione

Participants

Reaction Steps

A suspension of 7-chloro-indoline-2,3-dione (15 g.) and potassium carbonate (15 g.) in N,N-dimethylformamide (100 ml.) was stirred and treated with a solution of 4-bromo-2-fluorobenzyl bromide (24.7 g.) in chlorobenzene (100 ml.). The mixture was stirred at 90° C. for five hours; cooled to ambient temperature, and diluted with a mixture of water (500 ml.) and petrol 60-80 (500 ml.). The aqueous phase was adjusted to pH3 with 10M hydrochloric acid. The mixture obtained was separated by filtration. The solid obtained was washed with petrol 60-80, then with water, and recrystallised from ethanol to give 1-(4-bromo-2-fluorobenzyl)-7-chloro-indoline-2,3-dione (15.5 g.), m.p. 164°-166° C.

Provenance & Evidence