4-Pyridineacetic acid → 4-Piperidineacetic acid

HRID 361782Notes

Reaction equation

HRID 361782 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1>[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

3

Reactant 1

HCID 342284-Pyridineacetic acid

Product 1

HCID 15125944-Piperidineacetic acid

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

4-pyridine acetic acid (10 g) and platinum oxide (1.0 g) are combined inacetic 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-d03d98e525f24cfcb3eb115810cd9e7b
Source dataset
uspto-grants-1999_02
Patent number
US05866685

Reaction notes

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