反应详情

温度

180 °C

A flask containing 3-(3-Cyano-phenyl)-2-pyrrolidin-2-ylidene-propionic acid methyl ester (0.25 g, 0.977 mmol), and H3BO3 (0.0664 g, 1.07 mmol) is heated to 180° C. for 2 h. The reaction is cooled to RT and treated with H20 (0.8 mL) and CH2Cl2 (2 mL) and the resulting mixture is vigorously stirred. The organic phase is separated, diluted with CH2Cl2 (15 mL) dried over Na2SO4 and concentrated. Purification by flash chromatography (2:1:1/EtOAc:CH2Cl2:hexanes) yields the title compound (0.07 g, 0.35 mmol). 1H NMR (CDCl3, 300 MHz) 7.63-7.35(m, 4H), 4.08-3.95(m, 2H), 3.18-3.01(m, 4H), 2.87-2.73(m, 2H), 2.20-2.06(m, 2H).

1. temperatureThe reaction is cooled to RT
2. customThe organic phase is separated
3. additiondiluted with CH2Cl2 (15 mL)
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. customPurification by flash chromatography (2:1:1/EtOAc:CH2Cl2:hexanes)