反应详情

温度

120 °C

To a mixture of 9-benzyl-6-methoxy-9H-carbazol-4-ol (1.21 g, 4.0 mmol) in DMF (25 mL) is added potassium carbonate (2.07 g, 15 mmol) and bromoacetonitrile (0.7 mL) 10 mmol). The mixture is heated at 120° C. overnight. The mixture is partitioned between water and Et2O. The organic layer is washed twice with water (100 mL) and dried over anhydrous sodium sulfate. The residue is dissolved in CH2Cl2 and passed through a silica gel plug. The filtrates are concentrated to dryness to give 0.43 g (31%) of the title compound; IR (drift) 1487, 1469, 1449, 1439, 1291, 1275, 1211, 1181, 1170, 1147, 1120, 775, 745, 705, 697 cm−1. 1H NMR (CDCl3) δ3.94, 5.06, 5.48, 6.7, 7.09, 7.24, 7.36, 7.81; Anal. Calcd for C22H18N2O2: C, 77.17; H, 5.30; N, 8.18. Found: C, 76.68; H, 5.31; N, 8.08.

1. customThe mixture is partitioned between water and Et2O
2. washThe organic layer is washed twice with water (100 mL)
3. dry with materialdried over anhydrous sodium sulfate
4. dissolutionThe residue is dissolved in CH2Cl2
5. concentrationThe filtrates are concentrated to dryness