Reacción #68013

Ecuación de reacción

1-(1,3-dioxolan-2-ylmethyl)-8-methylquinolin-2(1H)-one

trifluoroacetic acid

→

(8-methyl-2-oxoquinolin-1(2H)-yl)acetaldehyde

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITat room temperature for 5 days
2. 2
   OtroThe solvent was removed under reduced pressure
3. 3
   workup.ADDITIONthe reaction mixture was added with ethyl acetate
4. 4
   OtroThe organic layer was separated
5. 5
   Extracciónthe aqueous layer was extracted with ethyl acetate
6. 6
   Lavadothe resultant solution was washed with an aqueous saturated sodium chloride solution
7. 7
   Secadodried over anhydrous magnesium sulfate
8. 8
   Otrothe solvent was removed under reduced pressure

Procedimiento

To 0.17 g of 1-(1,3-dioxolan-2-ylmethyl)-8-methylquinolin-2(1H)-one, 2 mL of a 90% aqueous trifluoroacetic acid solution was added, and the mixture was stirred at room temperature for 4 days, at 40° C. for 3 days, and at room temperature for 5 days. The solvent was removed under reduced pressure, and the reaction mixture was added with ethyl acetate and an aqueous saturated sodium hydrogen carbonate solution. 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 0.14 g of a brown oily substance, (8-methyl-2-oxoquinolin-1(2H)-yl)acetaldehyde.

Fuente