Methyl 3-(4-methoxypyridin-2-yl)acrylate → Methyl 3-(4-methoxypyridin-2-yl)propanoate
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH:9]=[CH:10][C:11]([O:13][CH3:14])=[O:12])[CH:4]=1>CO.[Pd]>[CH3:14][O:13][C:11](=[O:12])[CH2:10][CH2:9][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][N:6]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
43.1 g of methyl 3-(4-methoxypyridin-2-yl)acrylate (starting material F3) in 600 ml of methanol are hydrogenated over 3.0 g of Pd/C (10%) until the starling material has disappeared (TLC). The catalyst is filtered off, and the mixture is then concentrated and dried under high vacuum. This gives 41.95 g of the title compound as a light-yellow oil. The mass spectrum shows the molecular peak MH+ at 196 Da.
Workup
- filtrationThe catalyst is filtered off
- concentrationthe mixture is then concentrated
- customdried under high vacuum
Sources & evidence
- ORD record
- ord-f8fd19aaf7734f66bab7e37a377e38a2
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07390819B2
Reaction notes
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