Trifluoroacetic acid → HCID 59397871, compound

HRID 39725Notes

Reaction equation

HRID 39725 reaction equation
[O:1]1CCO[CH:2]1[CH2:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([CH:17]([CH3:19])[CH3:18])=[CH:14][CH:15]=2)[CH:10]=[CH:9][C:8]1=[O:20].FC(F)(F)C(O)=O>>[CH:17]([C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:7]([CH2:6][CH:2]=[O:1])[C:8](=[O:20])[CH:9]=[CH:10]2)([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59398048HCID 59398048, compound

Product 1

HCID 59397871HCID 59397871, compound

Procedure

To 0.42 g of 1-(1,3-dioxolan-2-ylmethyl)-6-isopropylquinolin-2(1H)-one, 4 mL of a 90% aqueous trifluoroacetic acid solution was added, and the mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, and ethyl acetate and an aqueous saturated sodium hydrogen carbonate solution were added thereto. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution 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 0.41 g of a pale yellow oily substance, (6-isopropyl-2-oxoquinolin-1(2H)-yl)acetaldehyde.

Workup

  1. customThe solvent was removed under reduced pressure, and ethyl acetate
  2. additionan aqueous saturated sodium hydrogen carbonate solution were added
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. washthe resultant solution was washed with an aqueous saturated sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-78eecf72391849b98a90421fdba3ea0d
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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