4-Pyridineacetic acid → 4-Piperidineacetic acid

HRID 1379662Notes

Reaction equation

HRID 1379662 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1>O.[Pd]>[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 acidYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

4-Pyridylacetic acid (7 grams) (40.4 mmoles) was hydrogensted in water (100 ml) using 10% Pd-C at 40 psi at 25° C. for 24 hours. The catalyst was filtered off and washed with water. The aqueous solution was shaken with BioRad AG1X8 resin (OH-- form) (23 ml bed) and after 5 minutes the resin was filtered off and washed with water. The aqueous solution was evaporated to give the title compound (Yield: 5.2 grams, 90%, MH+ 144).

Workup

  1. customat 25° C.
  2. customfor 24 hours
  3. filtrationThe catalyst was filtered off
  4. washwashed with water
  5. filtrationwas filtered off
  6. washwashed with water
  7. customThe aqueous solution was evaporated

Sources & evidence

ORD record
ord-3435a5442b00492d993d43056086f9f1
Source dataset
uspto-grants-1997_09
Patent number
US05672611

Reaction notes

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