Reaktion #4294

Reaktionsgleichung

2-chloroethylphenylsulfone

potassium phthalimide

→

2-[2-(Phenylsulfonyl)ethyl]-1H-isoindole-1,3-(2H)-dione

Ausbeute 35.7%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe residue was partitioned between water and chloroform
2. 2
   TrocknenThe chloroform layer was dried
3. 3
   Filtrationfiltered
4. 4
   Sonstigesolvent was evaporated from the filtrate
5. 5
   Sonstigeto give an oil which
6. 6
   Sonstigecrystallized
7. 7
   SonstigeThe solid was triturated with isopropyl ether
8. 8
   Temperaturthe mixture cooled under refrigeration
9. 9
   FiltrationThe solid was collected by filtration
10. 10
    Sonstigedried
11. 11
    Sonstigerecrystallized from methanol-isopropyl ether
12. 12
    Sonstigeto give white crystalline product, m.p. 186°-188° C.

Vorschrift

A solution of 30.7 g (0.15 mole) of 2-chloroethylphenylsulfone and 69.5 g (0.375 mole) of potassium phthalimide in 600 ml of dimethylformamide was heated overnight at 85° C. The reaction mixture was stripped to dryness and the residue was partitioned between water and chloroform. The chloroform layer was dried and filtered and solvent was evaporated from the filtrate to give an oil which crystallized on standing. The solid was triturated with isopropyl ether and the mixture cooled under refrigeration. The solid was collected by filtration and dried and recrystallized from methanol-isopropyl ether to give white crystalline product, m.p. 186°-188° C., in 35.7% yield.

Quelle