Phosphorus tribromide → 1-Bromo-2-bromomethyl-5-fluoro-4-methoxy-benzene

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Reaction Steps

Phosphorus tribromide (11.56 mL, 122.5 mmol) was added to a solution of (2-bromo-4-fluoro-5-methoxy-phenyl)-methanol (Preparation 33, 14.4 g, 61.26 mmol) in DCM (235 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred at that temperature for 18 hours. The reaction mixture was cooled to 0° C. and quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence had ceased. The layers were separated and the aqueous layer was extracted with DCM (2×100 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (17.48 g) in a 96% yield.

Provenance & Evidence