Dimethylformamide → 1-Chloro-4-fluoro-2-methoxy-5-nitrobenzene

HRID 2064147Notes

Reaction equation

HRID 2064147 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

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 596853292-Chloro-5-fluoro-4-nitrophenol

Product 1

HCID 598501961-Chloro-4-fluoro-2-methoxy-5-nitrobenzene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

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

  1. washthe solution washed with water
  2. dry with materialthen dried over MgSO4
  3. filtrationfiltered
  4. customevaporated The product
  5. 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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