946593-09-5 → 4-(3,4-Dichlorophenyl)piperidine--hydrogen chloride (1/1)

HRID 1016130Notes

Reaction equation

HRID 1016130 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

Reactant 2

HCID 67299387946593-09-5HCID 178418361HCID 178418361, compound

Product 1

HCID 497607234-(3,4-Dichlorophenyl)piperidine--hydrogen chloride (1/1)Yield 144.6%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

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+).

Workup

  1. customwas degassed
  2. filtrationfiltered
  3. washrinsed with MeOH
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1e1ce5b402e8444cb121d8f84e3829bd
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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