Dichloromethane → 1-Bromo-2,3-difluoro-4-phenoxybenzene

Participants

Reaction Steps

4-bromo-2,3-difluorophenol (1.0 g, 0.0048 mol), phenylboronic acid (1.4 g, 0.012 mol), TEA (4.0 mL, 0.029 mol), cupric acetate (1.4 g, 0.0076 mol) and DCM (60 mL, 1 mol) 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=6.70 (ddd, J=9.22, 7.33, 2.15 Hz, 1H), 6.95-7.02 (m, 2H), 7.15 (t, J=7.45 Hz, 1H), 7.23 (ddd, J=9.16, 6.88, 2.40 Hz, 1H), 7.31-7.38 (m, 2H).

Provenance & Evidence