反应详情

温度

55 °C

To a solution of the product from Step B (8.00 g, 20.9 mmol) in acetonitrile (70 ml) was added bromo-p-toluonitrile (4.10 g, 20.92 mmol) and heated at 55° C. for 3 hr. After this time, the reaction was cooled to room temperature and the resulting imidazolium salt (white precipitate) was collected by filtration. The filtrate was heated at 55° C. for 18 hr. The reaction mixture was cooled to room temperature and evaporated in vacuo. To the residue was added EtOAc (70 ml) and the resulting white precipitate collected by filtration. The precipitated imidazolium salts were combined, suspended in methanol (100 ml) and heated to reflux for 30 min. After this time, the solvent was removed in vacuo, the resulting residue was suspended in EtOAc (75 ml) and the solid isolated by filtration and washed (EtOAc). The solid was treated with sat aq NaHCO3 (300 ml) and CH2Cl2 (300 ml) and stirred at room temperature for 2 hr. The organic layer was separated, dried (MgSO4) and evaporated in vacuo to afford the title compound as a white solid:

1. temperatureAfter this time, the reaction was cooled to room temperature
2. filtrationthe resulting imidazolium salt (white precipitate) was collected by filtration
3. temperatureThe filtrate was heated at 55° C. for 18 hr
4. temperatureThe reaction mixture was cooled to room temperature
5. customevaporated in vacuo
6. additionTo the residue was added EtOAc (70 ml)
7. filtrationthe resulting white precipitate collected by filtration
8. temperatureheated
9. temperatureto reflux for 30 min
10. customAfter this time, the solvent was removed in vacuo
11. customthe solid isolated by filtration
12. washwashed (EtOAc)
13. additionThe solid was treated with sat aq NaHCO3 (300 ml) and CH2Cl2 (300 ml)
14. customThe organic layer was separated
15. dry with materialdried (MgSO4)
16. customevaporated in vacuo