Reaktion #68181

Reaktionsgleichung

1-(1,3-dioxolan-2-ylmethyl)-6-bromoquinolin-2(1H)-one

sodium hydrogen carbonate

→

(6-bromo-2-oxoquinolin-1(2H)-yl)acetaldehyde

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas extracted with ethyl acetate
2. 2
   WaschenThe organic layer was washed with aqueous saturated sodium chloride solution
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   Sonstigethe solvent was removed under reduced pressure

Vorschrift

0.56 g of 1-(1,3-dioxolan-2-ylmethyl)-6-bromoquinolin-2(1H)-one was dissolved in 4.5 mL of 67% aqueous trifluoroacetic acid solution, and stirred at room temperature for 18.5 hours, at 40° C. for 7.5 hours, further at room temperature for 15 hours. After the reaction mixture was alkalized by adding aqueous saturated sodium hydrogen carbonate solution, it was extracted with ethyl acetate. The organic layer was washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give (6-bromo-2-oxoquinolin-1(2H)-yl)acetaldehyde as a pale yellow solid.

Quelle