Reacción #55304

Ecuación de reacción

tetrachlorophthalic anhydride

N,N-diethylaniline

aluminum chloride

chlorobenzene

→

2-(4-(diethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid

2-(2-methyl-4-(diethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid

Disolventes

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe chlorobenzene layer was separated
2. 2
   workup.DISTILLATIONsteam distilled
3. 3
   workup.ADDITIONAddition of sodium hydroxide solution (50%) to a solution of the residue in dilute sulfuric acid (50%, 250 ml.)

Procedimiento

A mixture of tetrachlorophthalic anhydride (42.8 g.), N,N-diethylaniline (74 g.), aluminum chloride (60 g.) and chlorobenzene (180 ml.) was heated (to 75° C.) during one and one-half hours, then diluted with ice-water (500 ml.). The chlorobenzene layer was separated and steam distilled. Addition of sodium hydroxide solution (50%) to a solution of the residue in dilute sulfuric acid (50%, 250 ml.) afforded 2-(4-(diethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid (IV: Y2 =H, Y'4 =(CH3CH2)2N, Z4 =Z"5 =Z"6 =Z7 =Cl) (59 g., m.p. 228°-233° C.).

Fuente