N-bromobutanimide → 3-Bromo-6-fluoro-2-methoxybenzonitrile

Participants

Reaction Steps

2-Fluoro-6-methoxybenzonitrile (8.30 g, 54.9 mmol) was dissolved in triflic acid (75 mL) at 0° C. then NBS (10.3 g, 57.7 mmol) was added. The reaction mixture was stirred at RT for 1 h. LC-MS showed no starting material peak. The reaction mixture was poured into ice and extracted twice with DCM. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and evaporated to dryness. The residue was purified by chromatography through a 330 g Redi-Sep column and eluted with 10% to 50% EtOAc/hexane solvent system to yield the title compound.

Provenance & Evidence