Hydrochloric Acid → 4-[2-(1-Ethyl-4,5-dihydro-imidazol-2-yl)ethyl]piperidine
Reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][N:5]=[C:4]1[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1)[CH3:2].Cl>C(O)C.O.[Pt]=O>[CH2:1]([N:3]1[CH2:7][CH2:6][N:5]=[C:4]1[CH2:8][CH2:9][CH:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1)[CH3:2]Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Procedure
The solution of 4-[2-(1-ethyl-4,5-dihydro-imidazol-2-yl)ethyl]-pyridine (1.1 g, 0.0054 M) in ethanol (15 ml) and water (15 ml) was added con.HCl (3 ml) and platinum oxide (0.2 g). The mixture was hydrogenated at 45 psig for 4 hrs. The catalyst was removed by filtration and the filtrate was stripped to dryness in vacuo. The residue was dissolved in methanol (25 ml) and sodium methoxide (0.011 M) was added and filtered. The filtrate was stripped to dryness and distilled at about 150° to about 175° C./0.2 mmHg to yield 4-[2-(1-ethyl-4,5-dihydro-imidazol-2-yl)ethyl]piperidine as an oil (0.8 g, 70% yield).
Workup
- customThe catalyst was removed by filtration
- dissolutionThe residue was dissolved in methanol (25 ml)
- additionsodium methoxide (0.011 M) was added
- filtrationfiltered
- distillationdistilled at about 150° to about 175° C./0.2 mmHg
Sources & evidence
- ORD record
- ord-fbcc5e7826a44f1ebf5a5211dc8a398f
- Source dataset
- uspto-grants-1984_02
- Patent number
- US04431653
Reaction notes
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