反应详情

温度

40 °C

To a solution of 4-bromo-benzene-1,2-diamine (3.0 g, 16.1 mmol) in anhydrous toluene (50 mL) was added a solution of 3-cyclohexyl-acryloyl chloride (32.5 mmol) in toluene (5 mL). The resulting solution was stirred at 40° C. for 6 h and then treated with p-toluenesulfonic acid (3.0 g, 16.1 mmol). The resulting mixture was heated at reflux for 18 h. allowed to cool to room temperature and concentrated. The residue obtained was partitioned between ethyl acetate and a saturated solution of sodium bicarbonate in water. The layers were separated. The organic layer was washed successively with saturated. sodium bicarbonate, water and brine, then dried over sodium sulfate, filtered and concentrated. The residue was chromatographed on silica with ethyl acetate/hexanes 3:7 to yield 5-bromo-2-(2-cyclohexyl-vinyl)-1H-benzimidazole.

1. temperatureThe resulting mixture was heated
2. temperatureat reflux for 18 h.
3. temperatureto cool to room temperature
4. concentrationconcentrated
5. customThe residue obtained
6. customwas partitioned between ethyl acetate
7. customThe layers were separated
8. washThe organic layer was washed successively with saturated
9. dry with materialsodium bicarbonate, water and brine, then dried over sodium sulfate
10. filtrationfiltered
11. concentrationconcentrated
12. customThe residue was chromatographed on silica with ethyl acetate/hexanes 3:7