2,6-Difluoronitrobenzene

5509-65-9

19064-24-5

Step 1: A mixture of sodium perborate tetrahydrate (65 g, 422 mmol) in glacial acetic acid (250 mL) was stirred at 80 °C. 2,6-Difluoroaniline (11.0 g, 85 mmol) was dissolved in glacial acetic acid (50 mL) and slowly added to the above mixture. The reaction temperature was maintained between 80-90°C for 1 hour. The cooled reaction mixture was poured into water and extracted twice with ether. The organic layers were combined, washed with dilute sodium bicarbonate solution, dried over anhydrous magnesium sulfate and the solvent evaporated. The residue was purified by a Biotage fast chromatography system (FlasH90i, silica gel column, 10% THF/hexane as eluent) and the product was washed with hexane to give 2,6-difluoronitrobenzene (7.0 g, 52% yield). Mass spectrum (ESI) m/z 160 ([M + H]+).