4-Nitrophenol → 2-Bromo-4-nitrophenol

Participants

Reaction Steps

Bromine (27 ml) was added dropwise to a stirred solution of 4-nitrophenol (50 g) in glacial acetic acid (400 ml) and the mixture was stirred at room temperature for 18 h. The solvent was evaporated under reduced pressure and the residue was crystallised from dichloromethane:hexane to give the title compound as a colorless solid (67 g). 1H NMR (250 MHz, CDCl3) δ8.44 (1H, d, J 2.6 Hz), 8.16 (1H, dd, J 2.6, 8.9 Hz) and 7.13 (1H, d, J 9.0 Hz).

Provenance & Evidence