Boron tribromide → HCID 66681634, compound

Participants

Reaction Conditions

Reaction Steps

1-Bromo-3-methoxy-5-[4-(methylsulfonyl)phenoxy]benzene (18.29 g, 51.2 mmol) synthesized in Example (1b) was dissolved in dichloromethane (400 mL) and cooled to −78° C., and boron tribromide (1.0M dichloromethane solution, 100 mL, 100 mmol) was added using a dropping funnel over 30 minutes under nitrogen atmosphere. The mixture was stirred at −78° C. for 2 hours, followed by raising the temperature naturally, and stirring at room temperature overnight. A saturated aqueous sodium hydrogencarbonate solution was added under cooling with an ice bath to neutralize the reaction solution, and extraction was carried out twice with dichloromethane (500 mL) and methanol (50 mL). The organic layer was washed with saturated brine, and subsequently dried over sodium sulfate. The solvent was distilled off under reduced pressure to afford the desired compound (16.89 g, yield 96%) as a pale yellow solid.

Provenance & Evidence