Benzyl Alcohol → 1-(Benzyloxy)-2-bromobenzene

Participants

Reaction Conditions

Reaction Steps

A vial was charged with 1-bromo-2-iodobenzene (0.642 mL, 5 mmol), phenylmethanol (1.036 mL, 10.00 mmol), copper(I) iodide (95 mg, 0.500 mmol), 1,10-phenanthroline (180 mg, 1.000 mmol), cesium carbonate (2281 mg, 7.00 mmol) and toluene (2.5 mL). The vial was sealed under air atmosphere and heated to 110° C. for 36 h. The reaction mixture was cooled to RT and diethyl ether was added. The suspension was filtered through a pad of silica gel. The solvent was removed under reduced pressure and the remaining residue was purified by flash chromatography (13% EtOAc/hexanes). 1-(Benzyloxy)-2-bromobenzene was obtained as a yellow oil.

Provenance & Evidence