Acetic Acid → 2-Piperidineacetic acid, ethyl ester

HRID 1837700Notes

Reaction equation

HRID 1837700 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].C(O)(=O)C.[H][H]>[Pd].C(O)C>[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 75960Ethyl 2-pyridylacetateHCID 178418361HCID 178418361, compound

Product 1

HCID 4369812-Piperidineacetic acid, ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

50 ml of ethyl 2-(2-pyridyl)acetate, 18.7 ml of acetic acid, 5 g of Pd—C (water-containing product) and 200 ml of ethanol were charged in an auto clave, and the mixture was stirred at 70° C. for 9 hours at a hydrogen pressure of 56 kg/cm2. The Pd—C was filtered off and ethanol was evaporated, to give 72.3 g of white crystals.

Workup

  1. filtrationThe Pd—C was filtered off
  2. customethanol was evaporated

Sources & evidence

ORD record
ord-781d371f3a4a4a689cd0de81ccc0a640
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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