Reaktion #58462

Reaktionsgleichung

2-bromomethyl-N-benzylpiperidine

4-Phenylimidazole

sodium hydride

→

title compound

Ausbeute 24.1%

(RS)-1-Benzyl-2-(4-phenyl-imidazol-1-ylmethyl)-piperidine

Ausbeute 24.1%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesolvent removed at reduced pressure
2. 2
   workup.ADDITIONtreated with ice/water (1:1, 100 ml)
3. 3
   ExtraktionThe mixture was extracted with dichloromethane (2×)
4. 4
   Waschenthe combined organic phase washed with water, solvent
5. 5
   Sonstigeremoved at reduced pressure
6. 6
   Sonstigethe residue column chromatographed (silica gel, 0.5→9.5% dichloromethane/methanol)

Vorschrift

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.

Quelle