Acetic Acid → HCID 23138268, compound

Participants

Reaction Steps

To a suspension of 2-(1-benzyl-4-piperidinyl)ethanamine (5.5 g), 2-methylimidazole-4-carbaldehyde (2.8 g) and acetic acid (1.7 ml) in 1,2-dichloroethane (50 ml) was added sodium triacetoxyborohydride (8.1 g) under ice-cooling. The reaction mixture was returned to room temperature and mixed for 15 hours. Then, the reaction solution was washed with an aqueous potassium carbonate solution and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was dissolved in THF (50 ml). To the reaction solution were added N,N′-carbonyldiimidazole (4.5 g) and DBU (4.2 g), and mixed at room temperature for 3 hours. The solvent was distilled off under reduced pressure, and the residue was dissolved in ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified with basic silica gel column (ethyl acetate) to obtain the title compound as a colorless oil (4.0 g, 48%).

Provenance & Evidence