Reacción #68181

Ecuación de reacción

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

sodium hydrogen carbonate

→

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

Disolventes

trifluoroacetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónwas extracted with ethyl acetate
2. 2
   LavadoThe organic layer was washed with aqueous saturated sodium chloride solution
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   Otrothe solvent was removed under reduced pressure

Procedimiento

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.

Fuente