反应详情

温度

0 °C

To a solution of 210 (2.07 g, 7.6 mmol) was added triethyl amine (1.6 ml, 11.4 mmol). The solution was cooled to 0° C. and acetic anhydride was added slowly dropwise. The reaction mixture was stirred at 0° C. for 1 h and then at rt for 23 h. Water (30 ml) and DCM (30 ml) were added, the layers separated and the aqueous layer extracted with DCM (3×30 ml). The combined organic phases were washed with brine (30 ml), dried (MgSO4) and concentrated in vacuo to afford the title compound (2.268 g, 95%) as a white powder. mp=139.142° C. 1H NMR (270 MHz; CDCl3) 0.99 (3H, d, J=6.7 Hz, CH3CH), 1.91 (3H, s, CH3CO), 2.57 (1H, dd, J=13.6, 7.2 Hz, CH), 2.70 (1H, dd, J=13.6, 5.7 Hz, CH), 3.85 (3H, s, OCH3), 4.1-4.22 (1H, m, CH), 5.12 (2H, s, CH2Ph), 5.17-5.23 (1H, m, NH), 6.68-6.71 (2H, m, 2×CH), 6.79-6.82 (1H, m, CH), 7.24-7.44 (5H, m, 5×CH, phenyl). 13C NMR (67.5 MHz; CDCl3) 19.86 (CH3), 23.62 (CH3), 41.84 (CH2), 46.07 (CH), 56.12 (OCH3), 71.07 (CH2), 111.83 (CH), 115.62 (CH), 122.21 (CH), 127.40 (CH), 127.90 (CH), 128.62 (CH), 130.36 (C), 137.23 (C), 147.91 (C), 148.45 (C), 169.31 (C). LC/MS (APCI−) tr=0.89 min, m/z 312.29 (10%, M−H−), 21 1.95 (82), 120.85 (100).

1. waitat rt for 23 h
2. customthe layers separated
3. extractionthe aqueous layer extracted with DCM (3×30 ml)
4. washThe combined organic phases were washed with brine (30 ml)
5. dry with materialdried (MgSO4)
6. concentrationconcentrated in vacuo