Trifluoroacetic acid → HCID 59397971, compound

HRID 39721Notes

Reaction equation

HRID 39721 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][C:20]([CH3:24])=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]1=[O:25]>>[CH3:24][C:20]1[CH:19]=[C:18]2[C:23](=[CH:22][CH:21]=1)[N:14]([CH2:13][CH:9]=[O:8])[C:15](=[O:25])[CH:16]=[CH:17]2

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 593981291-(1,3-Dioxolan-2-ylmethyl)-6-methyl-2-oxo-1,2-dihydroquinoline

Product 1

HCID 59397971HCID 59397971, compound

Procedure

Into 3 mL of a 90% aqueous trifluoroacetic acid solution, 243 mg of 1-(1,3-dioxolan-2-ylmethyl)-6-methyl-2-oxo-1,2-dihydroquinoline was dissolved, and the mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, the resultant solution 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 236 mg of a pale yellow oily substance, (6-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-a9491bbf2cc644edaf9a5900a7c1ef3f
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

Loading…