Boron tribromide → 4-((5-Bromo-2-chlorophenyl)methyl)phenol

Participants

Reaction Steps

To a solution of 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene 17a (5.0 g, 15.35 mmol, purchased from Shanghai Caerulum Pharma Discovery Co., Ltd.) in dichloromethane (50 mL) was added a solution of boron tribromide (1.7 mL, 16.89 mmol) in dichloromethane (10 mL) dropwise. The mixture was stirred at room temperature for 30 min. The reaction mixture was neutralized with saturated aqueous sodium bicarbonate till pH becomes 7 and extracted with dichloromethane (50 mL×2). The combined organic layers were washed with saturated aqueous sodium chloride (30 mL×2), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound 17b as a pale yellow solid (5.16 g, 100%). This material was not further purified.

Provenance & Evidence