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

HRID 73337Notes

Reaction equation

HRID 73337 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-d7ba21c84ee947f58dffc76f85c7ad19
Source dataset
uspto-grants-2014_09
Patent number
US08829040B2

Reaction notes

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