反应详情

To a mixture of 2-cyclopentyl-1-[2-(6-methoxy-2-naphthyl)-1-benzofuran-3-yl]-1-ethanone (2.03 g, 5.28 mmol) in ethanol (25 mL) cooled in an ice bath was added sodium borohydride (1.05 g, 27.7 mmol) in three portions. The reaction mixture was stirred for about 18 hours at room temperature and then concentrated. The residue was partitioned in warm ethyl acetate and water. The organic phase was washed with water and brine. It was dried over anhydrous magnesium sulfate, filtered and concentrated to afford 2-cyclopentyl-1-[2-(6-methoxy-2-naphthyl)-1-benzofuran-3-yl]-1-ethanol as a cream-colored solid (1.84 g), mp 176-177° C. 1HNMR (200 MHz, DMSO-d6): δ8.2 (s, 1H), 7.8-8.0 (m, 4H), 7.6 (d, 1H, J=7.5 Hz), 7.2-7.45 (m, 4H), 5.4 (s, 1H), 5.1-5.2 (br, 1H), 3.9 (s, 3H), 1.95-2.15 (br m, 1H), 1.8-1.95 (br m, 2H), 1.2-1.6 (br m, 4H), and 1.0-1.2 ppm (br m, 2H).

1. temperaturecooled in an ice bath
2. concentrationconcentrated
3. customThe residue was partitioned in warm ethyl acetate
4. washThe organic phase was washed with water and brine
5. dry with materialIt was dried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated