Phenylboronic Acid → 5-Bromo-1-chloro-3-methyl-2-phenoxybenzene

Participants

Reaction Steps

Into a 100 mL round bottom flask was added 4-bromo-2-chloro-6-methylphenol (1.00 g, 4.52 mmol), benzeneboronic acid (1.10 g, 9.04 mmol), cupric acetate (1.4 g, 7.70 mmol) and DCM (50 mL). TEA (4.0 mL, 29.0 mmol) was then added followed by 4 A° molecular sieves and the reaction mixture 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.

Provenance & Evidence