2-Methoxy-6-nitrophenylacetic acid → 4-Methoxy-2-indolinone
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-])=O)[C:4]=1[CH2:12][C:13]([OH:15])=O>[Pd].C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:4]=1[CH2:12][C:13](=[O:15])[NH:9]2Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2-methoxy-6-nitrophenylacetic acid (31 g, 150 mmol), and 3.0 g of 10% palladium on carbon in 200 mL of glacial acetic acid was stirred under an atmosphere of H2 gas until uptake ceased. The catalyst was filtered and the solvent evaporated in vacuo. The crude product was crystallized from methanol to give 9.0 g of the title compound.
Workup
- filtrationThe catalyst was filtered
- customthe solvent evaporated in vacuo
- customThe crude product was crystallized from methanol
Sources & evidence
- ORD record
- ord-70dd1cf5d8894f15bdad729350d42a10
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06506901B2
Reaction notes
Loading…