4-Amino-1-benzyl-3,5-dimethyl-3-ethylpiperidine → 4-Amino-3,5-dimethyl-3-ethylpiperidine

HRID 746909Notes

Reaction equation

HRID 746909 reaction equation
[NH2:1][CH:2]1[CH:7]([CH3:8])[CH2:6][N:5](CC2C=CC=CC=2)[CH2:4][C:3]1([CH3:18])[CH2:16][CH3:17]>CO.[H][H].[OH-].[OH-].[Pd+2]>[NH2:1][CH:2]1[CH:7]([CH3:8])[CH2:6][NH:5][CH2:4][C:3]1([CH3:18])[CH2:16][CH3:17]

Participants

5

Reactant 1

HCID 102145914-Amino-1-benzyl-3,5-dimethyl-3-ethylpiperidine

Product 1

HCID 101250824-Amino-3,5-dimethyl-3-ethylpiperidine

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 20% Pd(OH)2 on carbon (0.4 g) and 4-amino-1-benzyl-3,5-dimethyl-3-ethylpiperidine (2.2 g, 8.9 mmol) in methanol (15 ml) was stirred in hydrogen atmosphere (1 atm.) at 60° C. for 10 hr. The catalyst was filtered off, washed with methanol and filtrate was concentrated to dryness to afford 4-amino-3,5-dimethyl-3-ethylpiperidine as a semi solid. Yield 1.1 g (79%), C9H20N2, m/z 157(M+1).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol and filtrate
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-81d432601fe74d40b52371f2261f214a
Source dataset
uspto-grants-2008_07
Patent number
US07393957B2

Reaction notes

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