4-Bromo-2-methoxyphenol → HCID 66915305, compound

Participants

Reaction Steps

4-Bromo-2-methoxyphenol (1.0 g, 0.0049 mol), 3-methylbenzeneboronic acid (1.7 g, 0.012 mol), TEA (4.1 mL, 0.030 mol), cupric acetate (1.4 g, 0.0079 mol) and DCM (50 mL) were added to a 100 mL oven dried flask and the reaction was stirred at rt for 48 h. Reaction mixture was then filtered through celite. The filtrate was concentrated in vacuo to give a residue which was purified by silica gel chromatography, eluting with 5% EtOAc in hexane. 1H NMR (400 MHz, CDCl3): δ=2.31 (s, 3H), 3.83 (s, 3H), 6.68-6.77 (m, 2H), 6.82 (d, J=8.34 Hz, 1H), 6.87 (d, J=7.58 Hz, 1H), 7.03 (dd, J=8.46, 2.15 Hz, 1H), 7.11 (d, J=2.27 Hz, 1H), 7.17 (t, J=7.83 Hz, 1H).

Provenance & Evidence