Methanol → 3-(Pyridin-3-yl)propanoic acid

HRID 868361Notes

Reaction equation

HRID 868361 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])[CH:2]=1.CO>[Pd].CN(C)C=O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH:2]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 1019843-(3-Pyridinyl)-2-propenoic acid

Product 1

HCID 2596243-(Pyridin-3-yl)propanoic acidYield 100.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of 5.0 g of 3-(3-pyridyl)acrylic acid, 0.4 g of 10% palladium on activated carbon, 150 ml of methanol, and 50 ml of dimethylformamide is hydrogenated at room temperature and atmospheric pressure. After removal of the catalyst by filtration, the filtrate is concentrated to give 5.1 g of the title compound.

Workup

  1. customis hydrogenated at room temperature
  2. customAfter removal of the catalyst
  3. filtrationby filtration
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-a5f614de024d446ca0de8b6149f15655
Source dataset
uspto-grants-1988_10
Patent number
US04778796

Reaction notes

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