HCID 22278853, compound → 4-Methylamino-3-ethyl-3-methylpiperidine

HRID 1865259Notes

Reaction equation

HRID 1865259 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH3:15])[C:10]([CH2:17][CH3:18])([CH3:16])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[OH-].[Pd+2]>[CH3:15][NH:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][C:10]1([CH2:17][CH3:18])[CH3:16]

Participants

5

Reactant 1

HCID 22278853HCID 22278853, compound

Product 1

HCID 222788634-Methylamino-3-ethyl-3-methylpiperidine

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 20% Pd(OH)2 on carbon (0.7 g) and 1-benzyl-4-methylamino-3-ethyl-3-methyl piperidine (6 g, 24.39 mmol) in methanol (60 ml) was stirred in hydrogen atmosphere (1 atm.) at 60° C. for 6 hr. The catalyst was filtered off, washed with methanol and filtrate was concentrated to dryness to afford 4-methylamino-3-ethyl-3-methylpiperidine. Yield 2.5 g (66%), 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-6b4858e4af2a42b28e93f32b8f3a19a4
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

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