4[3-(1H-imidazol-1-yl)propyl]-1-piperidinecarboxaldehyde → 4-[3-(1H-imidazol-1-yl)propyl]piperidine
Reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][N:12](C=O)[CH2:11][CH2:10]2)[CH:5]=[CH:4][N:3]=[CH:2]1>O1CCOCC1>[N:1]1([CH2:6][CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:5]=[CH:4][N:3]=[CH:2]1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4[3-(1H-imidazol-1-yl)propyl]-1-piperidinecarboxaldehyde (2.12 g, 0.0095M) in dioxane (80 ml) and 2NHCl (11 ml) was refluxed for 51/2 hrs. After the reaction, the solvent was removed, water was added and the solution was basified with 2N NaOH to pH 10 and extracted with CH2Cl2 (3×50 ml). The extracts were concentrated to give an oil (1.55 g, 80%). The dihydrochloride salt of the 4[3-(1H-imidazol-1-yl)propyl]-piperidine which was crystallized from acetone has m.p. 184°-186° C.