tert-Butyl (E)-3-(4-methyl-2-pyridyl)-2-propenoate → tert-Butyl 3-(4-methyl-2-pyridyl)propanoate
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]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
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
- filtrationPalladium-carbon was filtered off
- 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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