Methylamine → 1-Benzyl-N-methylpiperidin-3-amine

HRID 1576383Notes

Reaction equation

HRID 1576383 reaction equation
[H][H].[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][C:12](=O)[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:17][NH2:18]>[Pt]=O.C(O)C>[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][CH:12]([NH:18][CH3:17])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 6329MethylamineHCID 966503-Piperidinone, 1-(phenylmethyl)-HCID 178418361HCID 178418361, compound2×

Product 1

HCID 215125341-Benzyl-N-methylpiperidin-3-amine

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent2×

Procedure

A suspension of 0.30 g. of platinum oxide in 20 ml. of absolute ethanol was shaken under 35 psi of hydrogen for 1 hour. To this was added a solution of 12.44 g. (65.9 mmoles) of 1-benzyl-3-piperidone and 4.1 g. (132 mmoles) of methylamine in 40 ml. of absolute ethanol. The mixture was then shaken under ca. 50 psi of hydrogen until uptake ceased. Filtration and evaporation afforded 1-benzyl-3-methylaminopiperidine.

Workup

  1. additionA suspension of 0.30 g
  2. additionTo this was added a solution of 12.44 g
  3. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-a85ed37aa24a45e7a517bd08cfa6f5a0
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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