Reaktion #93541

Reaktionsgleichung

sodium hydrosulfide

α-methanesulfonyloxymethyl-β-phenyl-γ-butyrolactone

β-(p-chlorophenyl)-α-methanesulfonyloxymethyl-γ-butyrolactone

acetic acid

→

title compound

Ausbeute 52.0%

α-mercaptomethyl-β-phenyl-γ-butyrolactone

Ausbeute 52.0%

Lösungsmittel

ethyl acetate

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter completion of the reaction
2. 2
   Waschenwashed with water in a conventional manner
3. 3
   Trocknendried over magnesium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled off
5. 5
   SonstigeThe crude product thus obtained
6. 6
   Sonstigewas purified by a column chromatography

Vorschrift

To a solution of 1.0 g of α-methanesulfonyloxymethyl-β-phenyl-γ-butyrolactone (III) in 20 ml of ethanol were added 1.5 ml of acetic acid and then 1.2 g of commercially available 70% sodium hydrosulfide and the mixture was stirred at room temperature for 18 hours. After completion of the reaction, the reaction mixture was diluted with 150 ml of ethyl acetate, washed with water in a conventional manner, dried over magnesium sulfate and the solvent was distilled off. The crude product thus obtained was purified by a column chromatography to give 400 mg (yield 52%) of the title compound.

Quelle