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

HRID 1822189Notes

Reaction equation

HRID 1822189 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].C(O)C>[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 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3-(pyridin-3-yl)propenoic acid (10.0 g, 67 mmol), 10% palladium-activated carbon (1 g), methanol (100 mL) and ethanol (100 mL) was stirred overnight under hydrogen atmosphere. The resultant reaction mixture was filtered, evaporated, and dried to give 3-(pyridin-3-yl)propionic acid (10.2 g, quantitative).

Workup

  1. customThe resultant reaction mixture
  2. filtrationwas filtered
  3. customevaporated
  4. customdried

Sources & evidence

ORD record
ord-3adadc5cf5c848bdbcdd801caaaac1cc
Source dataset
uspto-grants-2009_10
Patent number
US07608716B2

Reaction notes

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