Trifluoroacetic acid → HCID 59398078, compound

HRID 2193099Notes

Reaction equation

HRID 2193099 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]=[CH:21][CH:22]=2)[CH:17]=[C:16]([CH3:24])[C:15]1=[O:25]>>[CH3:24][C:16]1[C:15](=[O:25])[N:14]([CH2:13][CH:9]=[O:8])[C:23]2[C:18]([CH:17]=1)=[CH:19][CH:20]=[CH:21][CH:22]=2

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59398139HCID 59398139, compound

Product 1

HCID 59398078HCID 59398078, compound

Procedure

Into 3 mL of a 90% aqueous trifluoroacetic acid solution, 361 mg of 1-(1,3-dioxolan-2-ylmethyl)-3-methylquinolin-2(1H)-one was dissolved, and the mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, and the reaction mixture was alkalified with an aqueous saturated sodium hydrogen carbonate solution, and then extracted with ethyl acetate. The organic layer was washed sequentially with water and an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 354 mg of a pale yellow oily substance, (3-methyl-2-oxoquinolin-1(2H)-yl)acetaldehyde.

Workup

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

Sources & evidence

ORD record
ord-a210f9426df248e7b8e202ca487686c7
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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