反应详情

温度

150 °C

2,3-diaminophenol (5 g, 40.3 mmol) was dissolved in propionic acid (10 mL) and stirred at 150° C. for 3 h. The reaction mixture was cooled to room temperature and the volume reduced under high vacuum to give a brown solid which was partitioned between chloroform and a saturated solution of bicarbonate, the chloroform layer was separated, dried and concentrated to give a brown solid. The brown solid (1.3 g, 8.0 mmol) was dissolved in DMF (40 mL) and K2CO3 (2.8 g, 0.02 mmol) was added followed by benzylbromide (1.5 g, 8.8 mmol). The reaction mixture was stirred at room temperature overnight, partitioned with water and ethyl acetate, ethyl acetate layer was separated, dried (MgSO4), concentrated, and purified by flash chromatography to give 7-benzyloxy-2-ethyl-1H-benzimidazole (0.9 g, 44%). LCMS 253 (M+)

1. temperatureThe reaction mixture was cooled to room temperature
2. customto give a brown solid which
3. customwas partitioned between chloroform
4. customa saturated solution of bicarbonate, the chloroform layer was separated
5. customdried
6. concentrationconcentrated
7. customto give a brown solid
8. stirringThe reaction mixture was stirred at room temperature overnight
9. custompartitioned with water and ethyl acetate, ethyl acetate layer
10. customwas separated
11. dry with materialdried (MgSO4)
12. concentrationconcentrated
13. custompurified by flash chromatography