Diisobutylaluminumhydride → (4-Bromo-3-fluorophenyl)methanol

Participants

Reaction Steps

To a solution of 4-bromo-3-fluoro-benzoic acid methyl ester (5.3 g, 22.9 mmol) in dry THF (60 mL) was added diisobutylaluminum hydride (30 mL) dropwise, This mixture was stirred overnight at room temperature until the starting material had been consumed, quenched with saturated aqueous potassium tartrate solution and extracted with ethyl acetate (3×50 mL). The combined organic layer was washed with brine, dried with Na2SO4, filtered, and evaporated to give white solid product (4.3 g, 92%).

Provenance & Evidence