Nitric Acid → 1-Bromo-2,4-difluoro-5-nitrobenzene

Participants

Reaction Conditions

Reaction Steps

To a suspension of 1-bromo-2,4-difluorobenzene (6.0 mL, 53.0 mmol) in concd H2SO4 (38.5 mL) at 0° C. was added dropwise concd HNO3 (34.0 mL) maintaining an internal temperature below 20° C. The resulting mixture was stirred for 30 min at 0° C., then poured slowly into ice water with vigorous stirring. The aqueous phase was separated and extracted with EtOAc. The combined organic extracts were washed with 5% aqueous KOH and brine, dried over MgSO4 and concentrated to give 12.2 g (51.5 mmol, 97%) of 1-bromo-2,4-difluoro-5-nitrobenzene: 1H NMR (400 MHz, CDCl3) δ 8.39 (t, 1 H, J=7.4 Hz), 7.13 (dd, 1 H, J=7.7, 10.3 Hz).

Provenance & Evidence