tert-Butyl (E)-3-(4-methyl-2-pyridyl)-2-propenoate → tert-Butyl 3-(4-methyl-2-pyridyl)propanoate

HRID 499444Notes

Reaction equation

HRID 499444 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](/[CH:8]=[CH:9]/[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:3]=1>CO.[C].[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:3]=1

Participants

4

Reactant 1

HCID 23551677tert-Butyl (E)-3-(4-methyl-2-pyridyl)-2-propenoate

Product 1

HCID 22939611tert-Butyl 3-(4-methyl-2-pyridyl)propanoateYield 95.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl (E)-3-(4-methyl-2-pyridyl)-2-propenoate (1.9 g, 8.5 mmol) was dissolved in methanol (80 ml), and 10% palladium-carbon (200 mg) was added thereto. The mixture was stirred under hydrogen atmosphere at room temperature for 3 hrs. Palladium-carbon was filtered off, and the filtrate was concentrated to give the titled compound (1.8 g, 90%).

Workup

  1. filtrationPalladium-carbon was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-9dabcc71cd8546a59687f1758a3b6681
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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