4-Pyridineacetic acid → 4-Piperidineacetic acid

HRID 650656Notes

Reaction equation

HRID 650656 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1>C(O)(=O)C.[Pt]=O>[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 342284-Pyridineacetic acid

Product 1

HCID 15125944-Piperidineacetic acid

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

4-pyridine acetic acid (10 g) and platinum oxide (1.0 g) are combined in acetic acid (100 ml) and the mixture shaken under hydrogen at 50 psi for about 18 hours. The mixture is filtered and the solution evaporated in vacuo and toluene azeotroped from the residue to give 2-(piperidin-4-yl)acetic acid.

Workup

  1. filtrationThe mixture is filtered
  2. customthe solution evaporated in vacuo and toluene
  3. customazeotroped from the residue

Sources & evidence

ORD record
ord-4de2c6ead3fd4fabaf9a6b2561528d88
Source dataset
uspto-grants-2001_08
Patent number
US06274705B1

Reaction notes

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