Formaldehyde → 1-Methylpiperidine-4-carboxylic acid

HRID 1836346Notes

Reaction equation

HRID 1836346 reaction equation
[NH:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1.[CH2:10]=O>O.[Pd]>[CH3:10][N:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 712FormaldehydeHCID 37734-Piperidinecarboxylic acid

Product 1

HCID 27369391-Methylpiperidine-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

Isonipecotic acid (50 g, 0.387 mole) was dissolved in water (500 ml) and 37% formaldehyde (125 ml). 10% Palladium on carbon (50 g) was added and the mixture was shaken under a hydrogen atmosphere at 60 psi at room temperature for 18 hours.

Sources & evidence

ORD record
ord-d2c514050ea6435589e2e2e8418f223b
Source dataset
uspto-grants-2004_08
Patent number
US06777428B1

Reaction notes

Loading…