2-(N-Benzyl-N-methylamino)-1-(N-piperidinyl)ethane → Methyl(2-(piperidin-1-yl)ethyl)amine

HRID 248874

Reaction equation

HRID 248874 reaction equation
[CH2:1]([N:8]([CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)C)C1C=CC=CC=1>CCO.[OH-].[OH-].[Pd+2]>[CH3:1][NH:8][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

4

Reactant 1

HCID 232084362-(N-Benzyl-N-methylamino)-1-(N-piperidinyl)ethane

Product 1

HCID 3157473Methyl(2-(piperidin-1-yl)ethyl)amine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A solution of the title compound of Step 11 (1.85 g, 7.96mmol) and 20% Pd(OH)2 on carbon in EtOH (50 mL) was placed under a hydrogen atmosphere (60 psi) at room temperature for 17 hours. The mixture was filtered and concentrated to give the title compound as a clear, yellow liquid (1.02 g, 90% crude yield). The proton spectral data were consistent with the proposed structure.

Workup

  1. customat room temperature
  2. customfor 17 hours
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-24f9471b682b46ea902a3d42b6b01974
Source dataset
uspto-grants-1993_05
Patent number
US05212185

Linked notes

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