Allyl iodide → 7-fluoro-1-(2-propen-1-yl)-2(1H)-quinoxalinone

HRID 656988Notes

Reaction equation

HRID 656988 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.[CH2:13](I)[CH:14]=[CH2:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8](=[O:12])[N:9]2[CH2:15][CH:14]=[CH2:13])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11166Allyl iodideHCID 11430Potassium CarbonateHCID 217275347-fluoroquinoxalin-2(1H)-one

Product 1

HCID 688167377-fluoro-1-(2-propen-1-yl)-2(1H)-quinoxalinone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 7-fluoro-2(1H)-quinoxalinone (3.84 g, 23 mmol), allyl iodide (2.39 mL, 25.5 mmol) and potassium carbonate (9.56 g, 69.3 mmol) in dimethylformamide (60 mL) was stirred at room temp. for 3 h., then evaporated. The residue was dissolved in dichloromethane/water and the phases were separated. The aqueous phase was extracted (3×) with dichloromethane and the organic fractions were dried and evaporated.

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in dichloromethane/water
  3. customthe phases were separated
  4. extractionThe aqueous phase was extracted (3×) with dichloromethane
  5. customthe organic fractions were dried
  6. customevaporated

Sources & evidence

ORD record
ord-d10f113593ca43ab9415e786ecfd7eb3
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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