反应详情

Ethyl 1-methyl-1,2,3,6-tetrahydro-4-pyridinecarboxylate (47 g, 278 mmol) in dichloroethane (800 mL) was treated with α-chloroethyl chloroformate (50 g, 350 mmol) dropwise at 0° C. The mixture was warmed to room temperature, refluxed for 2 hours, and then allowed to cool to room temperature. The mixture was concentrated under reduced pressure and the residue was purified via column chromatography (SiO2, ethyl acetate) to provide the title compound. 1H NMR (300 MHz, CDCl3) δ 6.88 (m, 1H), 6.61 (q, 1H), 4.22 (q, 2H), 4.16 (m, 2H), 7.35 (d, 2H), 3.58 (m, 2H), 2.44 (m, 2H), 1.82 (d, 3H), 1.30 (t, 3H).

1. temperaturerefluxed for 2 hours
2. temperatureto cool to room temperature
3. concentrationThe mixture was concentrated under reduced pressure
4. customthe residue was purified via column chromatography (SiO2, ethyl acetate)