1-Chloro-5-fluoro-2-methoxy-4-nitrobenzene → 2-Fluoro-5-methoxyaniline
Reaction equation
Cl[C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:9]([O-])=O)=[CH:4][C:3]=1[O:12][CH3:13]>C(O)C.C(N(CC)CC)C.[Pd]>[F:8][C:6]1[CH:7]=[CH:2][C:3]([O:12][CH3:13])=[CH:4][C:5]=1[NH2:9]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
A solution of 5.63 g of 2-chloro-4-fluoro-5-nitroanisole in 90 ml of ethanol and 5 ml of triethylamine was hydrogenated at room temperature under 60 pounds per square inch with 1.0 g of 5% palladium on carbon for four hours. The catalyst was filtered off and the solvent was evaporated. The residue was slurried in chloroform and filtered thourough a plug of silica gel and then evaporated.
Workup
- filtrationThe catalyst was filtered off
- customthe solvent was evaporated
- filtrationfiltered thourough a plug of silica gel
- customevaporated
Sources & evidence
- ORD record
- ord-a23beb2c7e7741388a604740257e9a6b
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06713645B1
Reaction notes
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