2'-Bromoacetophenone → 1-(2-Bromophenyl)ethanol

To a stirred solution of 1-(2-bromophenyl)ethanone (5 g, 25.1 mmol) in methanol (50 mL) was added sodium borohydride (1.43 g, 37.7 mmol) at room temperature and the mixture was stirred for 24 h at the same temperature. The reaction mixture was quenched by the addition of water, and concentrated to give a colorless residue. The crude material was partitioned between diethyl ether and water, and then the organic layer washed with brine, dried over sodium sulfate, and evaporated. The residue was purified by column chromatography on silica gel (100 g) eluting with hexane/ethyl acetate (5/1) to afford 5.4 g (quant.) of the title compound as a colorless oil:

1. customThe reaction mixture was quenched by the addition of water
2. concentrationconcentrated
3. customto give a colorless residue
4. customThe crude material was partitioned between diethyl ether and water
5. washthe organic layer washed with brine
6. dry with materialdried over sodium sulfate
7. customevaporated
8. customThe residue was purified by column chromatography on silica gel (100 g)
9. washeluting with hexane/ethyl acetate (5/1)

ORD record

ord-f5e4da3a146941b386256d08613be4cb

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07354925B2