4-[3-(2-methyl-1H-imidazol-1-yl)propyl]-1-piperidinecarboxaldehyde → 4-[3-(2-methyl-1H-imidazol-1-yl)propyl]piperidine
Reaction equation
[CH3:1][C:2]1[N:3]([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13](C=O)[CH2:12][CH2:11]2)[CH:4]=[CH:5][N:6]=1>O1CCOCC1.Cl>[CH3:1][C:2]1[N:3]([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)[CH:4]=[CH:5][N:6]=1Participants
4
Procedure
A mixture of 4-[3-(2-methyl-1H-imidazol-1-yl)propyl]-1-piperidinecarboxaldehyde (3.8 g, 0.016M) in dioxane (100 ml) and 2N HCl (25 ml) was heated and refluxed for 51/2 hrs. After this period, solvent was removed, and 1N NaOH (50 ml) was added to the residue. This mixture was then extracted with methylene chloride (5×50 ml). The combined extracts, dried over sodium sulfate, were stripped to dryness to yield 4-[3-(2-methyl-1H-imidazol-1-yl)propyl]piperidine (2.3 g, 65% yield).