Réaction #84079

Équation de réaction

3-chloro-4-(6-hydroxyquinolin-2-yl)benzamide

TFAA

Et3N

→

3-chloro-4-(6-hydroxyquinolin-2-yl)benzonitrile

Rendement 67.0%

Solvants

DCM

water

Conditions de réaction

Traitement

1. 1
   Extractionextracted with EtOAc (50 mL×3)
2. 2
   SéchageThe combined organic layers were dried over Na2SO4
3. 3
   Concentrationconcentrated under reduced pressure
4. 4
   AutreThe residue was purified by column chromatography on silica gel (PE/EtOAc=10/1)
5. 5
   Autreto give the product (250 mg, 3-step yield 67%) as a solid

Mode opératoire

A mixture of crude 3-chloro-4-(6-hydroxyquinolin-2-yl)benzamide (360 mg), TFAA (505 mg, 2.40 mmol) and Et3N (364 mg, 3.62 mmol) in DCM (20 mL) was stirred at 30° C. overnight. The resulting mixture was suspended in water (50 mL) and extracted with EtOAc (50 mL×3). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EtOAc=10/1) to give the product (250 mg, 3-step yield 67%) as a solid.

Source