Methyl 4-bromo-2-methylbenzoate → (4-Bromo-2-methylphenyl)methanol

Participants

Reaction Steps

A solution of methyl 4-bromo-2-methyl-benzoate (1.05 g, 4.58 mmols) in 10 mL of Et2O was cooled to 0° C. and treated with LiA1H4 (177.0 mg, 4.58 mmols), stirred for 3 hours, and then carefully quenched with H2O The mixture was extracted with Et2O and the combined organic layers were washed with H2O and saturated aqueous NaCl, dried (MgSO4), and concentrated under reduced pressure. The title compound, 830.0 mg (90%), was isolated by column chromatography (10-30% EtOAc-hexanes) as a colorless oil.

Provenance & Evidence