反应详情

To a solution of (4-bromo-2-ethyl-phenyl)-methanol (0.700 g, 3.25 mmol) in DMF (30 mL) was added NaH (0.156 g, 60% dispersion in mineral oil, 3.90 mmol) followed by MeI (0.22 mL, 3.58 mmol). The mixture was stirred for 16 hours and then partitioned between H2O and EtOAc. The aqueous layer was extracted with EtOAc, and the organic layer was washed with brine, dried over Na2SO4, and concentrated to a yellow oil. Purification by flash column chromatography (0% to 4% EtOAc in hexanes) gave the product as a clear oil (0.51 g, 69%). 1H NMR (300 MHz, CDCl3): δ 1.15 (t, J=7.6 Hz, 3H), 2.58 (q, J=7.5 Hz, 2H), 3.32 (s, 3H), 4.35 (s, 2H), 7.12 (m, 1H), 7.24 (m, 1H), 7.27 (d, J=2.1 Hz, 1H).

1. custompartitioned between H2O and EtOAc
2. extractionThe aqueous layer was extracted with EtOAc
3. washthe organic layer was washed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated to a yellow oil
6. customPurification by flash column chromatography (0% to 4% EtOAc in hexanes)