Reacción #4289

Ecuación de reacción

1-chloro-3-(phenylthio)propane

potassium phthalimide

→

white crystalline product

Rendimiento 63.8%

2-[3-(Phenylthio)propyl]-1H-isoindole-1,3-(2H)dione

Rendimiento 63.8%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe dimethylformamide was removed in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in methylene chloride
3. 3
   Extracciónthe resulting solution extracted with several portions of dilute sodium hydroxide solution
4. 4
   SecadoThe methylene chloride layer was dried over magnesium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Otrothe filtrate evaporated in vacuo
7. 7
   OtroThe resulting solid residue was recrystallized from methylene chloride-hexane

Procedimiento

A solution of 32.86 g (0.177 mole) of 1-chloro-3-(phenylthio)propane and 33.7 g (0.182 mole) of potassium phthalimide in 500 ml of dimethylformamide was stirred at 80° C. for 19 hr. The dimethylformamide was removed in vacuo. The residue was dissolved in methylene chloride and the resulting solution extracted with several portions of dilute sodium hydroxide solution. The methylene chloride layer was dried over magnesium sulfate, filtered, and the filtrate evaporated in vacuo. The resulting solid residue was recrystallized from methylene chloride-hexane to give 33.56 g (63.8%) of white crystalline product, m.p. 83°-85° C.

Fuente