反应详情

温度

200 °C

Potassium fluoride (725 mg, 12.5 mmol) was dried under vacuum and stirring, at 200° C. for 3 h. After cooling to room temperature, a solution of compound 101 (1.00 g, 2.32 mmol) in anhydrous dimethylsulfoxide (20 mL) was added. The mixture was then heated at 130° C., under argon, for 3 h. After cooling to room temperature, the solvent was evaporated under vacuum and the residue was chromatographed (Al2O3, AcOEt/cyclohexane, 9/1, v/v) to give compound 102 (821 mg, 1.98 mmol) as a yellow solid. Yield 85%; Rf (Al2O3, AcOEt/cyclohexane, 9/1, v/v) 0.42; mp 79-81° C.; IR (KBr) ν 1529, 1667, 2798, 2966, 3200-3300 cm−1; 1H NMR (200 MHz, CDCl3) δ 1.04 (t, 6H, J=7.1 Hz), 2.59 (q, 4H, J=7.1 Hz), 2.70 (t, 2H, J=6.4 Hz), 3.61 (q, 2H, J=6.4 Hz), 7.15 (dd, 1H, 3JH-F=9.2 Hz, J=5.1 Hz), 8.53 (d, 1H, J=2.1 Hz), 8.83 (dd, 1H, 4JH-F=8.4 Hz, J=5.1 Hz), 9.05 (d, 1H, J=2.1 Hz), 11.04 (m, 1H); MS m/z 415 (M+, 1), 342 (1), 299 (4), 271 (1), 173 (2), 145 (6), 118 (2), 99 (8), 86 (100), 58 (9).

1. temperatureAfter cooling to room temperature
2. temperatureThe mixture was then heated at 130° C., under argon, for 3 h
3. temperatureAfter cooling to room temperature
4. customthe solvent was evaporated under vacuum
5. customthe residue was chromatographed (Al2O3, AcOEt/cyclohexane, 9/1