反应详情

3-Amino-3-phenyl-propionic acid methyl ester hydrochloride (1.3 mmol, 1 eq), benzene-1,2-dicarbaldehyde (0.8 eq) and glacial acid (15 eq) are dissolved in dichloromethane and refluxed for 2 h (J. Chem. Soc., Chem Commun 1985, 1183). The mixture is concentrated in vacuo and partitioned between dichloromethane and water. The organic phase is dried over Na2SO4, filtered and concentrated in vacuo. 3-(1-Oxo-1,3-dihydro-isoindole-2-yl)-3-phenyl-propionic acid methyl ester is obtained as a brown solid (83% yield); ES-MS (MH+)=296.2; 1H-NMR (DMSO-d6, 400 MHz): δ [ppm] 7.73-7.30 (m, 9H), 5.82-5.78 (m, 1H), 4.54 (d, 1H, 17.4 Hz), 4.14 (d, 1H, 17.4 Hz), 3.57 (s, 3H), 3.31-3.28 (m, 2H).

1. temperaturerefluxed for 2 h (J. Chem. Soc., Chem Commun 1985, 1183)
2. concentrationThe mixture is concentrated in vacuo
3. custompartitioned between dichloromethane and water
4. dry with materialThe organic phase is dried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo