반응 #4289

반응 방정식

1-chloro-3-(phenylthio)propane

potassium phthalimide

→

white crystalline product

수율 63.8%

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

수율 63.8%

용매

dimethylformamide

반응 조건

후처리

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

실험 절차

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.

출처