2-Fluorophenol → 4-Bromo-2-fluorophenol

Participants

Reaction Steps

Bromine (68.7 mL, 1.339 mol) dissolved in acetic acid (300 mL) was added drop by drop to a cooled solution of 2-fluorophenol (150 g, 1.339 mol) in acetic acid (1300 mL). The resulting mixture was stirred at room temperature overnight before being quenched with aqueous sodium bisulfite solution and extracted with dichloromethane. The organic layer was washed with water and brine and then dried over sodium sulfate. Solvent evaporation under reduced pressure afforded 4-bromo-2-fluorophenol (210 g) as a liquid. This was employed directly in the next step without further purification.

Provenance & Evidence