2-(4-Nitrophenyl)propionic acid → 4-Aminohydratropic acid
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O>C1COCC1.CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([CH3:14])[C:11]([OH:13])=[O:12])=[CH:8][CH:9]=1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
To a stirred solution of 2-(4-nitrophenyl)propionic acid (2.05 g) in THF (20 mL) and EtOH (20 mL) was slowly added 10% Pd/C (0.21 g) at room temperature. After hydrogenated for 2 h with H2 balloon, the reaction mixture was filtered through celite pad and washed with EtOH. The filtrate was concentrated in vacuo to afford the product as pale brown solid. (1.75 g, quantitative)
Workup
- customat room temperature
- filtrationthe reaction mixture was filtered through celite pad
- washwashed with EtOH
- concentrationThe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-ae78d0401a8b4ca7a923ce6f9ad8b273
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08084484B2
Reaction notes
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