Dimethylformamide → 1,3-Difluoro-5-methoxy-2-nitrobenzene

HRID 447763Notes

Reaction equation

HRID 447763 reaction equation
[N+:1]([C:4]1[C:9]([F:10])=[CH:8][C:7]([OH:11])=[CH:6][C:5]=1[F:12])([O-:3])=[O:2].[C:13](=O)([O-])[O-].[K+].[K+].IC.CN(C)C=O>O.C(OCC)(=O)C>[N+:1]([C:4]1[C:5]([F:12])=[CH:6][C:7]([O:11][CH3:13])=[CH:8][C:9]=1[F:10])([O-:3])=[O:2]

Participants

7

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178437653,5-Difluoro-4-nitrophenol

Product 1

HCID 100127101,3-Difluoro-5-methoxy-2-nitrobenzene

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-nitro-3,5-difluorophenol (D10) (440 mg, 2.5 mmol), potassium carbonate (600 mg, 4.6 mmol), iodomethane (1 ml), and dimethylformamide (5 ml) stirred overnight at room temperature then ethyl acetate and water added and the solution washed with water then dried over MgSO4, filtered and evaporated to yield the title compound, pale brown oil, 370 mg.

Workup

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

Sources & evidence

ORD record
ord-374ccba3e5084f579897e548854f4f79
Source dataset
uspto-grants-2013_07
Patent number
US08481566B2

Reaction notes

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