Reaktion #75284

Reaktionsgleichung

4-chloro-2-fluoroaniline

cyclohexane-1,2-dicarboxylic anhydride

→

2-(4-chloro-2-fluorophenyl)-3a,4,5,6,7,7a-hexahydro-1H-isoindole-1,3(2H)dione

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter refluxing for 6 hours
2. 2
   workup.ADDITIONthe reaction mixture was poured into 200 parts of ice
3. 3
   FiltrationThe resulting crystals were filtered
4. 4
   Sonstigerecrystallized from 70 parts of methanol at -40°

Vorschrift

9.44 parts of 4-chloro-2-fluoroaniline were then added to a solution of 10 parts of cyclohexane-1,2-dicarboxylic anhydride in 75 parts of glacial acetic acid. After refluxing for 6 hours, the reaction mixture was poured into 200 parts of ice. The resulting crystals were filtered and recrystallized from 70 parts of methanol at -40° to yield 12.4 parts of white crystals of 2-(4-chloro-2-fluorophenyl)-3a,4,5,6,7,7a-hexahydro-1H-isoindole-1,3(2H)dione melting at 94°-95.5°.

Quelle