Isopropyl iodide → 2-Bromo-4-nitro-1-[(propan-2-yl)oxy]benzene

Participants

Reaction Steps

A mixture of 2-bromo-4-nitrophenol (Description 40, 2.5 g), 2-iodopropane (2.2 g) and potassium carbonate (5 g) in acetone (30 ml) was heated under reflux for 18 h. The solvent was evaporated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with hexane/EtOAc (90:10) to give the title compound (2.8 g, 94%). 1H NMR (250 MHz, CDCl3) δ8.46 (1H, s), 8.20 (1H, m), 6.93 (1H, m), 4.75 (1H, m), and 1.42 (6H, d, J 7.5 Hz).

Provenance & Evidence