Methyl 3-aminocinnamate → Methyl 3-(3-aminophenyl)propanoate
Reaction equation
[CH3:1][O:2][C:3](=[O:13])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[CH:7]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[CH:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 3-(3-amino-phenyl)-acrylic acid methyl ester (6 g) and 10% Pd on activated carbon (1 g) in ethanol (50 ml) was hydrogenated at 30 psi for 18 h and filtered over Celite. Removal of the volatiles in vacuo provided 3-(3-amino-phenyl)propionic acid methyl ester (6 g).
Workup
- filtrationfiltered over Celite
- customRemoval of the volatiles in vacuo
Sources & evidence
- ORD record
- ord-13fcc6749f6c477589949b1470ae23ba
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07531566B2
Reaction notes
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