3-(4-Pyridinyl)-2-propenoic acid → 3-(Piperidin-4-yl)propanoic acid

HRID 581823Notes

Reaction equation

HRID 581823 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:3][CH:2]=1.[H][H]>[Pt](=O)=O.C(O)(=O)C>[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 953033-(4-Pyridinyl)-2-propenoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 15208063-(Piperidin-4-yl)propanoic acid

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

50 g (0.335 mol) of 3-(4-pyridyl)-acrylic acid are hydrogenated in 800 ml of 50% strength acetic acid with the addition of 10 g of platinum dioxide as the catalyst at room temperature under a hydrogen pressure of 50 psi until the uptake of hydrogen has ended. After the catalyst has been filtered off, the filtrate is concentrated to dryness in vacuo and the residue which remains is crystallized from a little methanol, after addition of ether.

Workup

  1. filtrationAfter the catalyst has been filtered off
  2. concentrationthe filtrate is concentrated to dryness in vacuo
  3. customthe residue which remains is crystallized from a little methanol
  4. additionafter addition of ether

Sources & evidence

ORD record
ord-271079a946dc4c59bb22309e457d73d1
Source dataset
uspto-grants-1999_07
Patent number
US05922717

Reaction notes

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