反应详情

4-Phenylimidazole (1.3 g) was treated with sodium hydride (0.6 g 50% in oil) in dry tetrahydrofuran (80 ml). When gas evolution had ceased, 2-bromomethyl-N-benzylpiperidine (2.5 g) in tetrahydrofuran (30 ml) was added. The mixture was stirred for 16 h, solvent removed at reduced pressure and treated with ice/water (1:1, 100 ml). The mixture was extracted with dichloromethane (2×), the combined organic phase washed with water, solvent removed at reduced pressure and the residue column chromatographed (silica gel, 0.5→9.5% dichloromethane/methanol). Appropriate fractions were combined to give the title compound 0.72 g.

1. customsolvent removed at reduced pressure
2. additiontreated with ice/water (1:1, 100 ml)
3. extractionThe mixture was extracted with dichloromethane (2×)
4. washthe combined organic phase washed with water, solvent
5. customremoved at reduced pressure
6. customthe residue column chromatographed (silica gel, 0.5→9.5% dichloromethane/methanol)