3-Bromo-2-fluorobenzaldehyde → (3-Bromo-2-fluorophenyl)(4-fluorophenyl)methanol

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To a solution of 3-bromo-2-fluorobenzaldehyde (0.150 g, 0.739 mmol) in THF (3.21 mL) cooled to −78° C. was added (4-fluorophenyl)magnesium bromide (0.443 mL, 0.887 mmol). The reaction mixture was maintained at −78° C. for at least 1 hr, then allowed to warm to room temperature slowly over 2 hr. The reaction was quenched with a saturated aqueous solution of NH4Cl. The reaction mixture was diluted with CH2Cl2 and the layers were separated. The aqueous phase was extracted with CH2Cl2 (2×). Organics were combined, dried over Na2SO4, filtered, and concentrated to afford the title compound as a yellow residue.

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