反应详情

To a mixture of 1-bromo-2-chloro-4-iodobenzene (2.0 g, 6.30 mmol) in dioxane 30 mL, 2-tributylstannyl thiophene (2.352 g, 6.30 mmol), and 5% equivalent of Pd(PPh3)4 (0.364 g, 0.3155 mmol) is refluxed under nitrogen for 5 h. After cooling and evaporation of the solvent, the residue is dissolved in EtOAc 50 mL. 10% KF 30 mL is added and the solution is stirred at r.t. for 30 min. The resultant precipitate is removed by filtration. The solution is washed with water 20 mL×3, and dried with Na2SO4 and concentrated. The pure product (1.2 g, 4.39 mmol, white solid) is obtained by column chromatography using EtOAc/Hexane, 1-3% ration solvent system. 1H-NMR (CDCl3/300 MHz): 7.74 (d, J=2.1 Hz, 1H), 7.65 (d, J=7.2 Hz, 1H), 7.37 (m, 3H), 7.14 (m, 1H). MS (ES−, m/z): 529.2 (M+−Br, 20.0).

1. temperatureis refluxed under nitrogen for 5 h
2. temperatureAfter cooling
3. customevaporation of the solvent
4. dissolutionthe residue is dissolved in EtOAc 50 mL
5. addition10% KF 30 mL is added
6. customThe resultant precipitate is removed by filtration
7. washThe solution is washed with water 20 mL×3
8. dry with materialdried with Na2SO4
9. concentrationconcentrated
10. customThe pure product (1.2 g, 4.39 mmol, white solid) is obtained by column chromatography