反应详情

To a solution of 2-bromomethyl-1,3-dichloro-4-nitro-benzene (20) (8.79 g, 30.8 mmol) and triethylamine (6.06 g, 60 mmol) in anhydrous THF (50 mL), piperidine (2.72 g, 32 mmol) was added at 0° C. under stirring. The reaction mixture was allowed to warm to room temperature gradually, and the reaction was monitored by TLC (SiO2, Hexanes:EtOAc, 1:1). After stirring for about 14 hours, the reaction mixture was evaporated to dryness, and the product was extracted in EtOAc (250 mL) and washed with water (2×100 mL) and dried (MgSO4). The product was purified by column chromatography (SiO2, hexanes:EtOAc 95:5 to 8:2) and was obtained as a yellow solid, yield: 7.38 g, 83%, mp 67-68° C. 1H-NMR (CDCl3) δ 1.37 (m, 2H), 1.46-1.49 (m, 4H), 2.45 (m, 4H), 3.7 (s, 2H); MS (CI) m/z 290 (M+H), 291 (M+2H). Anal Calc for C12H14Cl2N2O2 : C, 49.85; H, 4.88; N, 9.69. Found: C, 49.86; H, 4.88; N, 9.73.

1. stirringAfter stirring for about 14 hours
2. customthe reaction mixture was evaporated to dryness
3. extractionthe product was extracted in EtOAc (250 mL)
4. washwashed with water (2×100 mL)
5. dry with materialdried (MgSO4)
6. customThe product was purified by column chromatography (SiO2, hexanes:EtOAc 95:5 to 8:2)
7. customwas obtained as a yellow solid, yield: 7.38 g, 83%, mp 67-68° C