4-Pyridineacetic acid hydrochloride → 4-Piperidineacetic acid

HRID 1604326Notes

Reaction equation

HRID 1604326 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1>[Pt](=O)=O.C(O)(=O)C>[NH:2]1[CH2:7][CH2:6][CH:5]([CH2:8][C:9]([OH:11])=[O:10])[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 810974-Pyridineacetic acid hydrochloride

Product 1

HCID 15125944-Piperidineacetic acid

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

75 g of 4-pyridylacetic acid hydrochloride are treated with 750 ml of glacial acetic acid (50% strength), 6 g of platinum dioxide are added and the mixture is hydrogenated at 3 bar and room temperature in the course of 3 hours. The catalyst is filtered off with suction and the mother liquor is concentrated to dryness in vacuo. The residue is triturated with acetone and filtered off with suction. It is washed twice with acetone and once with ether.

Workup

  1. additionare added
  2. customis hydrogenated at 3 bar and room temperature in the course of 3 hours
  3. filtrationThe catalyst is filtered off with suction
  4. concentrationthe mother liquor is concentrated to dryness in vacuo
  5. customThe residue is triturated with acetone
  6. filtrationfiltered off with suction
  7. washIt is washed twice with acetone and once with ether

Sources & evidence

ORD record
ord-4e118df0f84447c69b3513ecf514fea7
Source dataset
uspto-grants-1999_11
Patent number
US05994356

Reaction notes

Loading…