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

HRID 2305633Notes

Reaction equation

HRID 2305633 reaction equation
[F:1][C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[CH:7]=1.[CH3:13]N(C)C=O.C(=O)([O-])[O-].[K+].[K+].IC>O>[F:1][C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[C:4]([O:9][CH3:13])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 118195353,5-Difluoro-2-nitrophenol

Product 1

HCID 103301291,5-Difluoro-3-methoxy-2-nitrobenzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3,5 difluoro-2-nitrophenol(8.3 g), N,N-dimethylformamide(30 mL), potassium carbonate(10 g) and iodomethane(5 mL) was stirred vigorously at room temperature for 18 h. The mixture was diluted with water and extracted with ether. The extract was washed with brine, dried and evaporated to dryness to give the product(8.7 g) as a yellow solid.

Workup

  1. extractionextracted with ether
  2. washThe extract was washed with brine
  3. customdried
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-f3607e8ae0e345d18970bd296d9f976d
Source dataset
uspto-grants-2002_08
Patent number
US06441012B1

Reaction notes

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