2-Fluoroaniline → 4-Bromo-2-fluoroaniline

Participants

Reaction Steps

A solution of 100 parts of 2-fluoroaniline in 400 parts of methylene chloride was cooled to 0°, and 160 parts of solid N-bromosuccinimide was added in portions over a 2-hour period. After stirring for 20 minutes, the dark red mixture was washed four times; 200 parts of cold water were used for each washing. The red organic phase was dried over anhydrous sodium sulfate and evaporated at a reduced pressure 300 mm. Hg to 164 parts of brown, oily 4-bromo-2-fluoroaniline, nD25 : 1.5885.

Provenance & Evidence