Boron tribromide → HCID 58292554, compound

Participants

Reaction Steps

To a solution of 2-bromo-4,6-dimethoxy-benzaldehyde (5.83 g, 23.9 mmol) in dichloromethane (50 mL) was added BBr3 (6.78 mL, 71.7 mmol) at −78° C. The reaction was stirred at room temperature overnight and poured into ice slowly. The resulting mixture was extracted with ethyl acetate. The organic layer was separated, dried (Na2SO4), and concentrated. The residue was purified by flash column chromatography (silica, hexanes/ethyl acetate=2:1) to give the title compound (4.84 g, 94%) as a white solid. 1H NMR (300 MHz, CDCl3) δ 12.2 (s, 1H), 11.3 (br, 1H), 10.0 (s, 1H), 6.75 (d, J=2.1 Hz, 1H), 6.33 (d, J=2.1 Hz, 1H).

Provenance & Evidence