3-Bromo-2-methylbenzoic Acid → (3-Bromo-2-methylphenyl)methanol

To a solution of 3-bromo-2-methyl benzoic acid (35 g, 163 mmol) in THF (200 mL) was added Borane THF Complex (1.0 M, 212 mL, 212 mmol). The mixture was allowed to stir for 24 h. The reaction was then quenched with water. The THF was removed under reduced pressure. The resulting solid was dissolved in ethyl acetate (500 mL), washed with 1N HCl, sodium carbonate, and brine. The organic layer was dried over sodium sulfate and concentrated to afford (3-bromo-2-methylphenyl)methanol.

1. customThe reaction was then quenched with water
2. customThe THF was removed under reduced pressure
3. dissolutionThe resulting solid was dissolved in ethyl acetate (500 mL)
4. washwashed with 1N HCl, sodium carbonate, and brine
5. dry with materialThe organic layer was dried over sodium sulfate
6. concentrationconcentrated

ORD record

ord-be05d2311b7f4a758f4de8ecb8700794

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08999991B2