Quinolinic Acid → 2,3-Piperidinedicarboxylic acid

HRID 1614044

Reaction equation

HRID 1614044 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([OH:9])=[O:8])[C:2]=1[C:10]([OH:12])=[O:11]>[OH-].[Na+].[Ni].[Al]>[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([C:7]([OH:9])=[O:8])[CH:2]1[C:10]([OH:12])=[O:11]

Participants

4

Reactant 1

HCID 1066Quinolinic Acid

Product 1

HCID 12262,3-Piperidinedicarboxylic acid

Reagents, catalysts & solvents 2

HCID 6336846Nickel aluminideCatalystHCID 14798Sodium HydroxideSolvent

Procedure

Dissolve pyridine-2,3-dicarboxylic acid (20 g, 120 mmol) in 0.5N aqueous sodium hydroxide (900 mL). Add nickel/aluminum powder (45 g) in portions over 3 hours. Stir for 4 days, filter off the catalyst to yield the title compound in clear solution. The resulting free amine is not isolated.

Workup

  1. filtrationfilter off the catalyst

Sources & evidence

ORD record
ord-4ae1b8d90aed453fa680cafe417b52af
Source dataset
uspto-grants-1993_03
Patent number
US05194430

Linked notes

Loading…