Dimethylformamide → 1-Chloro-4-fluoro-2-methoxy-5-nitrobenzene
Reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([F:11])=[CH:4][C:3]=1[OH:12].[C:13](=O)([O-])[O-].[K+].[K+].IC.CN(C)C=O>C(OCC)C>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([F:11])=[CH:4][C:3]=1[O:12][CH3:13]Participants
6
Procedure
A mixture of 2-chloro-4-nitro-5-fluorophenol (D41) (450 mg), potassium carbonate (600 mg), iodomethane (1 ml), and dimethylformamide (5 ml) stirred overnight at room temperature then diethyl ether added and the solution washed with water then dried over MgSO4, filtered and evaporated The product was crystallised from hexane to yield the title compound, 350 mg.
Workup
- washthe solution washed with water
- dry with materialthen dried over MgSO4
- filtrationfiltered
- customevaporated The product
- customwas crystallised from hexane
Sources & evidence
- ORD record
- ord-9d9ac6ba16b54bf49462fd50602d0c42
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08288412B2
Reaction notes
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