Reaktion #94088

Reaktionsgleichung

hydrochloric acid

thioanisole

n-butyllithium

dimethyldisulphide

→

title compound

Phenylthio-methylthio-methane

Lösungsmittel

tetrahydrofuran

n-hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   WaschenThe extracts were washed with water
3. 3
   Einengenan aqueous solution of sodium chloride and concentrated under reduced pressure
4. 4
   workup.DISTILLATIONThe residue was purified by distillation in vacuo
5. 5
   Sonstigeto give 18.0 g

Vorschrift

120 ml. of a 1.3M n-butyllithium solution in n-hexane were added dropwise to a solution of 18.8 ml. of thioanisole in 240 ml. of tetrahydrofuran at -20° C. and the reaction mixture was stirred at that temperature for 2 hours. After cooling to -70° C., 16.4 g. of dimethyldisulphide were added to the reaction mixture, which was then stirred at -70° C. for 15 minutes and at room temperature for 1 hour. The reaction mixture was poured into dilute aqueous hydrochloric acid and extracted with ethyl acetate. The extracts were washed with water and an aqueous solution of sodium chloride and concentrated under reduced pressure. The residue was purified by distillation in vacuo to give 18.0 g. of the title compound having the following physical characteristics:

Quelle