HCID 53712334, compound → HCID 20267135, compound

HRID 1719539Notes

Reaction equation

HRID 1719539 reaction equation
[CH2:1]([N:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:7][C:6]1=[O:18])[CH2:2][CH2:3][CH3:4].[H][H]>C(O)C.[Pd]>[CH2:1]([N:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:7][C:6]1=[O:18])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 53712334HCID 53712334, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20267135HCID 20267135, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl β-(N-n-butyl-2-oxo-4-pyridyl)acrylate (59.50 g) in ethanol (150 ml) was hydrogenated over 5% palladium on charcoal (0.45 g) at 315 KPa (45 psi), with gentle warming. When the theoretical uptake of hydrogen had been exceeded the reaction mixture was filtered and the filtrate evaporated under reduced pressure to afford an oil. This oil was washed with petroleum ether (40°-60°) to yield ethyl β-(N-n-butyl-2-oxo-4-pyridyl)propionate (58.19 g).

Workup

  1. filtrationwas filtered
  2. customthe filtrate evaporated under reduced pressure
  3. customto afford an oil
  4. washThis oil was washed with petroleum ether (40°-60°)

Sources & evidence

ORD record
ord-edd2727c84984423a1fabefc7b47a901
Source dataset
uspto-grants-1985_09
Patent number
US04540699

Reaction notes

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