Ethyl 3-(pyridin-2-yl)acrylate → Ethyl 3-(pyridin-2-yl)propanoate

HRID 478727Notes

Reaction equation

HRID 478727 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[CH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]>CO.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

4

Reactant 1

HCID 370265Ethyl 3-(pyridin-2-yl)acrylate

Product 1

HCID 347337Ethyl 3-(pyridin-2-yl)propanoateYield 88.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of ethyl 3-(pyridin-2-yl)acrylate (2.8 g) in methanol (150 ml) was added 10% palladium on carbon (230 mg) and the mixture was stirred under hydrogen gas atmosphere for 3 hours at room temperature and then filtered to remove an insoluble. Evaporation of solvent from the filtrate yielded ethyl 3-(pyridin-2-yl)propionate (2.5 g, 88%).

Workup

  1. filtrationfiltered
  2. customto remove an insoluble
  3. customEvaporation of solvent from the filtrate

Sources & evidence

ORD record
ord-d2eec73c321b44bebd6603415d0838ca
Source dataset
uspto-grants-2003_11
Patent number
US06642250B2

Reaction notes

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