Methylamine → 1-benzyl-N-methylpiperidin-4-amine

HRID 1576389Notes

Reaction equation

HRID 1576389 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][NH2:16].[H][H]>[Pt]=O.C(O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:16][CH3:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 6329MethylamineHCID 192201-Benzyl-4-piperidoneHCID 178418361HCID 178418361, compound3×

Product 1

HCID 41361281-benzyl-N-methylpiperidin-4-amine

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent3×

Procedure

A solution of 1-benzyl-4-piperidone in 40 ml. of absolute ethanol was added to a solution of 8.5 g. of methylamine in 40 ml. of ethanol. The resulting solution was added to a suspension of 0.5 g. of platinum oxide in 30 ml. of ethanol which had been pretreated with 50 psi of hydrogen for 1 hour. This suspension was reduced at 50 psi of hydrogen until one equivalent of hydrogen was consumed and then filtered. The filtrate was concentrated in vacuo to give 1-benzyl-4-methylaminopiperidine.

Workup

  1. additionThe resulting solution was added to a suspension of 0.5 g
  2. customwas consumed
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-8eacaca52a674fc0982d7b5934aa19e9
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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