反应详情

温度

25 °C

To a magnetically stirred solution of (R)-(+)-1-(4-bromophenyl)ethylamine (0.51 g, 2.55 mmol) in anhydrous CH2Cl2 under argon and cooled to 0° C., were added ethyl hydrogen malonate (0.4 g, 3.06 mmol) EDC.HCl (0.58 g, 3.06 mmol) and HOBt (0.41 g, 3.06 mmol). The resulting solution was stirred at 25° C. overnight. CH2Cl2 was evaporate and residue partitioned between EtOAC and 1N HCl. The organic layer was washed with H2O, brine and dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by flash column chromatography (40% EtOAc in hexanes) to provide the desired product (0.57 g, 71%) as a white solid. 1H NMR (CDCl3): δ 1.29 (t, J=7.2 Hz, 3H), 1.48 (d, J=7.0 Hz, 3H), 3.31 (d, J=1.9 Hz, 2H), 4.2 (q, J=7.2 Hz, 2H), 5.06-5.14 (m, 1H), 7.20 (d, J=8.3 Hz, 2H), 7.45 (d, J=8.3 Hz, 2H), 7.48 (brs, 1H). ESIMS (MH+): 315

1. customCH2Cl2 was evaporate
2. customresidue partitioned between EtOAC and 1N HCl
3. washThe organic layer was washed with H2O, brine
4. dry with materialdried over Na2SO4
5. customThe solvent was removed in vacuo
6. customthe residue was purified by flash column chromatography (40% EtOAc in hexanes)