1-Benzyl-4-(dimethylamino)piperidine → N,N-Dimethylpiperidin-4-amine

HRID 1576391Notes

Reaction equation

HRID 1576391 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH3:16])[CH3:15])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>[Pd].CO>[CH3:15][N:14]([CH3:16])[CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 4160661-Benzyl-4-(dimethylamino)piperidineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 417391N,N-Dimethylpiperidin-4-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of the 1-benzyl-4-dimethylaminopiperidine in 125 ml. of methanol was shaken with 1.0 gm. of 10 percent palladium on carbon under 50 psi of hydrogen at 50°C. until one equivalent of hydrogen was consumed. The suspension was filtered and the filtrate concentrated at atmospheric pressure. The residue was distilled at 20 mm. Hg. to give 4-dimethylaminopiperidine, b.p. 90°-92°C.

Workup

  1. filtrationThe suspension was filtered
  2. concentrationthe filtrate concentrated at atmospheric pressure
  3. distillationThe residue was distilled at 20 mm. Hg

Sources & evidence

ORD record
ord-14487690797e422187271782054757b8
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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