Reacción #72718

Ecuación de reacción

22

4-Benzylidene-2-(2-chloro-phenyl)-4H-oxazol-5-one

AlCl3

→

desired product

Rendimiento 35.0%

1-(2-Chloro-phenyl)-isoquinoline-3-carboxylic acid

Rendimiento 35.0%

Disolventes

tetrachloroethane

tetrachloroethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was quenched by addition of 1 M HCl (50 ml)
2. 2
   workup.ADDITIONThen, the mixture was basified by addition of NaOH (1M aqueous solution)
3. 3
   Otrothe resulted layers were separated
4. 4
   ExtracciónThis aqueous phase was extracted with CH2Cl2
5. 5
   Secadodried over MgSO4
6. 6
   Otrofinally the solvents were removed under reduced pressure

Procedimiento

A solution of 22 (12 mmol) in tetrachloroethane was added to the suspension of AlCl3 (36 mmol) in tetrachloroethane (50 ml). The resulting mixture was heated to 60° C. for 1.5 hrs. The reaction mixture was quenched by addition of 1 M HCl (50 ml). Then, the mixture was basified by addition of NaOH (1M aqueous solution), the resulted layers were separated, and the aqueous layer was acidified by HCl (aqueous solution). This aqueous phase was extracted with CH2Cl2, dried over MgSO4 and finally the solvents were removed under reduced pressure, to give 35% yield of the desired product.

Fuente