Reacción #4294

Ecuación de reacción

2-chloroethylphenylsulfone

potassium phthalimide

→

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

Rendimiento 35.7%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe residue was partitioned between water and chloroform
2. 2
   SecadoThe chloroform layer was dried
3. 3
   Filtraciónfiltered
4. 4
   Otrosolvent was evaporated from the filtrate
5. 5
   Otroto give an oil which
6. 6
   Otrocrystallized
7. 7
   OtroThe solid was triturated with isopropyl ether
8. 8
   Temperaturathe mixture cooled under refrigeration
9. 9
   FiltraciónThe solid was collected by filtration
10. 10
    Otrodried
11. 11
    Otrorecrystallized from methanol-isopropyl ether
12. 12
    Otroto give white crystalline product, m.p. 186°-188° C.

Procedimiento

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.

Fuente