Carbon tetrabromide → 3-Methoxy-4-nitrobenzyl bromide

Participants

Reaction Steps

Carbon tetrabromide (1.63 g, 4.9 mmol) and triphenylphosphine (1.29 g, 4.9 mmol) were added to a solution of (3-methoxy-4-nitrophenyl)methanol (0.6 g, 3.3 mmol) in THF (15 mL). The reaction mixture was stirred at room temperature for 24 hours before being concentrated under reduced pressure and purified on silica gel column chromatography eluting with 20% ethyl acetate in hexane to afford the title compound (0.67 g, 95%). 1H-NMR (500 MHz, CDCl3): δ 4.00 (s, 3H), 4.48 (s, 2H), 7.04 (dd, J=8.3 Hz, 1.7 Hz, 1H), 7.12 (d, J=1.7 Hz, 1H), 7.83 (d, J=8.3 Hz, 1H).

Provenance & Evidence