Reaktion #323263

Reaktionsgleichung

3-[(4-chlorophenyl)thio]-1-(phenylmethyl)pyrrolidine maleate

sodium perborate

sodium hydroxide

→

title compound

3-[(4-Chlorophenyl)sulfonyl]-1-(phenylmethyl)pyrrolidine maleate

Lösungsmittel

sulfuric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 17 hr
2. 2
   workup.ADDITIONThe reaction mixture was poured over ice
3. 3
   ExtraktionThe resulting solution was extracted with several portions of methylene chloride
4. 4
   TrocknenThe methylene chloride phase was dried over magnesium sulfate
5. 5
   Sonstigethe solvent was removed in vacuo
6. 6
   Sonstigeto give an oil

Vorschrift

A mixture of 12.88 g (0.0425 mole) of 3-[(4-chlorophenyl)thio]-1-(phenylmethyl)pyrrolidine maleate and 27 g (0.175 mole) of sodium perborate in 500 ml of 2M sulfuric acid was refluxed for 17 hr. The reaction mixture was poured over ice and the solution made basic with 50% sodium hydroxide solution. The resulting solution was extracted with several portions of methylene chloride. The methylene chloride phase was dried over magnesium sulfate and the solvent was removed in vacuo to give an oil, the free base of the title compound. The maleate salt was prepared and recrystallized from methanol-diethyl ether as in Preparation 2 to give 13.77 g (70.6%) of the product as a white crystalline solid, m.p. 154.5°-155° C.

Quelle