4-(3,4-dichlorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride → 4-(3,4-Dichlorophenyl)piperidine;hydrochloride
Reaction equation
[H][H].Cl.[Cl:4][C:5]1[CH:6]=[C:7]([C:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH:17]=2)[CH:8]=[CH:9][C:10]=1[Cl:11]>[Pd]>[ClH:4].[Cl:4][C:5]1[CH:6]=[C:7]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH:8]=[CH:9][C:10]=1[Cl:11]Participants
4
Procedure
A balloon filled with hydrogen was charged into a solution of 4-(3,4-dichlorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride (107 mg, 0.41 mmol) in the presence of 5% Pd/C (5% mmol) after the system was degassed. The reaction was stirred at rt for 2 h, filtered, rinsed with MeOH and then concentrated to give 4-(3,4-Dichlorophenyl)piperidine hydrochloride (79 mg, 72% yield) as an oil. MS found: 266.4 (M+).