反应详情

温度

70.5 °C

A mixture of 6-methoxy-2-bromonaphthalene (10.1 g, 42.6 mmol), 2-benzofuranboronic acid (8.28 g, 51.1 mmol), potassium carbonate (11.7 g, 84.8 mmol), and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.887g, 1.09 mmol) in dioxane (420 mL) and water (42 mL) was heated to 69-72° C. for 2 hours. It was allowed to cool to room temperature and solvent evaporated. The residue was paroom temperatureitioned, with heating (because the product is very insoluble) in chloroform/2N hydrochloric acid. The organic phase was washed with water and brine. It was dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography using 15-75% chloroform in hexane and 100% chloroform as eluants. It was dried for 30 minutes at 60° C. to afford 2-(6-methoxy-2-naphthyl)-1-benzofuran as a light yellow-brown solid (9.51 g, 81%): mp 194-195° C.; mass spectrum (+EI, M+) m/z 274. 1HNMR (400 MHz, DMSO-d6): δ8.4 (s, 1H), 7.9-8.0 (m, 3H), 7.65-7.7 (m, 2H), 7.5 (s, 1H), 7.35 (d, 1H, J=2.5 Hz), 7.2-7.35 (m, 3H), and 3.9 ppm (s, 3H). Elemental Analysis for C19H14O2: Calculated: C, 83.19; H, 5.14; N, 0.00; Found: C, 82.96; H, 4.98; N, 0.01;

1. temperatureto cool to room temperature
2. customsolvent evaporated
3. temperaturewith heating (because the product
4. washThe organic phase was washed with water and brine
5. dry with materialIt was dried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was purified by flash chromatography
9. customIt was dried for 30 minutes at 60° C.