Trifluoroacetic acid → (7-methoxy-2-oxoquinoxalin-1(2H)-yl)acetaldehyde

HRID 2193110Notes

Reaction equation

HRID 2193110 reaction equation
FC(F)(F)C(O)=O.[O:8]1CCO[CH:9]1[CH2:13][N:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([O:24][CH3:25])[CH:22]=2)[N:17]=[CH:16][C:15]1=[O:26]>>[CH3:25][O:24][C:21]1[CH:22]=[C:23]2[C:18]([N:17]=[CH:16][C:15](=[O:26])[N:14]2[CH2:13][CH:9]=[O:8])=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59397866HCID 59397866, compound

Product 1

HCID 59398142(7-methoxy-2-oxoquinoxalin-1(2H)-yl)acetaldehyde

Procedure

Into 200 mL of an 80% aqueous trifluoroacetic acid solution, 13 g of 1-(1,3-dioxolan-2-ylmethyl)-7-methoxyquinoxalin-2(1H)-one was dissolved, and the mixture was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure, the reaction mixture was alkalified with an aqueous saturated sodium hydrogen carbonate solution, and then extracted with ethyl acetate. The organic layer was washed with an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain (7-methoxy-2-oxoquinoxalin-1(2H)-yl)acetaldehyde.

Workup

  1. customThe solvent was removed under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with an aqueous saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4052471f0fb54bdf9c179ed40cedd8f0
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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