Реакция #68013

Уравнение реакции

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

trifluoroacetic acid

→

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

Условия реакции

Обработка

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

Методика

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.

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