Trifluoroacetic acid → HCID 59398176, compound

HRID 39884Notes

Reaction equation

HRID 39884 reaction equation
[O:1]1CCO[CH:2]1[CH2:6][N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([N:17]([CH3:19])[CH3:18])[CH:15]=2)[C:10]([CH3:20])=[CH:9][C:8]1=[O:21].FC(F)(F)C(O)=O>>[CH3:18][N:17]([CH3:19])[C:14]1[CH:15]=[C:16]2[C:11]([C:10]([CH3:20])=[CH:9][C:8](=[O:21])[N:7]2[CH2:6][CH:2]=[O:1])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59398162HCID 59398162, compound

Product 1

HCID 59398176HCID 59398176, compoundYield 59%

Procedure

To 0.32 g of 1-(1,3-dioxolan-2-ylmethyl)-7-dimethylamino-4-methylquinolin-2(1H)-one, 3 mL of 90% aqueous trifluoroacetic acid solution was added, and stirred at room temperature for four days, the solvent was removed under reduced pressure, ethyl acetate and aqueous saturated sodium hydrogen carbonate solution were added, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and extracts were combined, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give 0.16 g of (7-dimethylamino-4-methyl-2-oxoquinolin-1(2H)-yl)acetaldehyde as a yellow foam.

Workup

  1. customthe solvent was removed under reduced pressure, ethyl acetate and aqueous saturated sodium hydrogen carbonate solution
  2. additionwere added
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-945400bfb1ed447f822d52e606bc9dd3
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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