Water → 4-Chloro-3-fluoroaniline

Participants

Reaction Steps

Into a solution of 96 ml of 3-fluoroaniline in 1000 ml of dichloromethane, 147 g of N-chlorosuccinimide was added at 0° C., and stirred for 12 hours at room temperature. After addition of water to the reaction solution, the system was extracted with chloroform. The chloroform layer was washed with saturated brine, dried on anhydrous magnesium sulfate and the solvent was distilled off. The resulting residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 21 g of the title compound.

Provenance & Evidence