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

HRID 2061475Notes

Reaction equation

HRID 2061475 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-3c95ff67d22b4330bb0495255b3b5b42
Source dataset
uspto-grants-2012_10
Patent number
US08283364B2

Reaction notes

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