1-Benzyl-3-dimethylaminopiperidine → 3-(Dimethylamino)piperidine

HRID 1576385Notes

Reaction equation

HRID 1576385 reaction equation
C([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([N:14]([CH3:16])[CH3:15])[CH2:9]1)C1C=CC=CC=1.[H][H]>[Pd].CO>[CH3:15][N:14]([CH3:16])[CH:10]1[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]1

Participants

5

Reactant 2

HCID 215125681-Benzyl-3-dimethylaminopiperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 144598543-(Dimethylamino)piperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-benzyl-3-dimethylaminopiperidine and 0.5 g. of 10 percent palladium on carbon in 100 ml. of methanol was heated to ca. 56°C. and shaken under ca. 40 psi of hydrogen until uptake ceased. The catalyst was filtered, and the solvent distilled at atmospheric pressure. Distillation of the residue afforded 3-dimethylaminopiperidine, b.p. 87°-89°C./28 mm.

Workup

  1. filtrationThe catalyst was filtered
  2. distillationthe solvent distilled at atmospheric pressure
  3. distillationDistillation of the residue

Sources & evidence

ORD record
ord-864e0c545b8d4976941c467383a707af
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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