Water → 1-Fluoro-4-methoxy-5-methyl-2-nitrobenzene

HRID 1674582Notes

Reaction equation

HRID 1674582 reaction equation
[F:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([OH:11])=[C:4]([CH3:12])[CH:3]=1.[C:13](=O)([O-])[O-].[K+].[K+].IC.O>CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]([CH3:12])[C:5]([O:11][CH3:13])=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 108210594-Fluoro-2-methyl-5-nitrophenol

Product 1

HCID 598501391-Fluoro-4-methoxy-5-methyl-2-nitrobenzeneYield 81.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-fluoro-2-methyl-5-nitrophenol (0.5 g) in N,N-dimethylformamide (5 mL) were added potassium carbonate (0.44 g) and iodomethane (0.46 g), and this mixture was stirred at room temperature overnight. To this reaction mixture was added water and the precipitated solid was collected by filtration, and washed with water and n-hexane to give the title compound (0.44 g).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with water and n-hexane

Sources & evidence

ORD record
ord-7ada988619484838af97ccadefa44217
Source dataset
uspto-grants-2011_08
Patent number
US08003647B2

Reaction notes

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