反应详情

温度

60 °C

HCl gas was bubbled through a solution of (E)-4-(1-(4-fluorophenyl)cyclohexyl)but-3-enenitrile (Intermediate I-11B, 769 mg, 3.16 mmol) in anhydrous methanol (20 mL), and the mixture was stirred in a sealed tube at 60° C. for 1 hr. After cooling, about 10 mL of water was added and the mixture was stirred at room temperature overnight. The mixture was then added to ethyl acetate and washed with water, brine dried over sodium sulfate and concentrated under reduced pressure to give the (E)-methyl 4-(1-(4-fluorophenyl)cyclohexyl)but-3-enoate (560 mg, 2.03 mmol, 64.1% yield) as an oil. 1H NMR (400 MHz, CDCl3) δ ppm 7.30 (2H, dd, J=9.02, 5.28 Hz), 6.99 (2H, t, J=8.80 Hz), 5.51-5.56 (1H, m), 5.35-5.45 (1H, m), 3.68 (3H, s), 3.05 (2H, dd, J=6.82, 1.10 Hz), 1.90-2.00 (2H, m), 1.79-1.88 (2H, m), 1.45-1.63 (6H, m).

1. temperatureAfter cooling
2. stirringthe mixture was stirred at room temperature overnight
3. washwashed with water, brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated under reduced pressure