反应详情

To a suspension of NH4Cl (2.34 g, 43.65 mmol) in toluene (20.0 mL) was added drop-wise a solution of trimethyl aluminium (3.15 g, 43.65 mmol, 2M in toluene) at 0° C. The reaction mixture was warmed to room temperature and stirred for 2 h prior to the addition of a solution of (1-phenyl-cyclohexyl)-acetonitrile (253) (2.9 g, 14.55 mmol) in toluene (10.0 mL). The resulting solution was heated to 80° C. for 16 h. The cooled reaction mixture was poured into a slurry of silica-gel (10.0 g) in CHCl3 (20.0 mL) followed by vigorous stirring for 30 min. The silica gel was filtered off and the cake was rinsed in turn with methanol. The solvent was evaporated and the crude product was taken up in 10% methanol in dichloromethane (200.0 mL) and stirred for 30 min. The solid suspension was removed by filtration and the filtrate was evaporated. The crude product was triturated in diethyl ether and the solid was collected by filtration and dried under vacuum to afford HCl-salt of 2-(1-phenyl-cyclohexyl)-acetamidine (254) (2.5 g, 68.0%) as a white solid.

1. temperatureThe resulting solution was heated to 80° C. for 16 h
2. customThe cooled reaction mixture
3. stirringby vigorous stirring for 30 min
4. filtrationThe silica gel was filtered off
5. washthe cake was rinsed in turn with methanol
6. customThe solvent was evaporated
7. stirringstirred for 30 min
8. customThe solid suspension was removed by filtration
9. customthe filtrate was evaporated
10. customThe crude product was triturated in diethyl ether
11. filtrationthe solid was collected by filtration
12. customdried under vacuum