Reaktion #72718

Reaktionsgleichung

22

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

AlCl3

→

desired product

Ausbeute 35.0%

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

Ausbeute 35.0%

Lösungsmittel

tetrachloroethane

tetrachloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe 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
   Sonstigethe resulted layers were separated
4. 4
   ExtraktionThis aqueous phase was extracted with CH2Cl2
5. 5
   Trocknendried over MgSO4
6. 6
   Sonstigefinally the solvents were removed under reduced pressure

Vorschrift

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.

Quelle