Reaktion #574110

Reaktionsgleichung

sodium hydroxide

sulfuric acid

thioacetic acid

safrole

→

title compound

Ausbeute 66.4%

3-(1,3-Benzodioxol-5-yl)propanethiol

Ausbeute 66.4%

Lösungsmittel

ethanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe obtained mixture was heated
2. 2
   Temperaturunder reflux for 20 minutes
3. 3
   Temperaturcooled
4. 4
   Extraktionextracted with 1 l of benzene
5. 5
   WaschenThe extract was washed with water
6. 6
   Trocknenthe benzene layer was dried over anhydrous sodium sulfate
7. 7
   Sonstigepurified by silica gel column chromatography (hexane)

Vorschrift

25 g of thioacetic acid was added to 53.5 g of safrole in portions, while stirring the mixture at a room temperature or under cooling with ice/water. The reaction was carried out for 30 minutes. A solution of 20 g of sodium hydroxide in a mixture comprising 100 ml of water and 200 ml of ethanol was added to the reaction mixture. The obtained mixture was heated under reflux for 20 minutes, cooled, neutralized with dilute sulfuric acid and extracted with 1 l of benzene. The extract was washed with water and the benzene layer was dried over anhydrous sodium sulfate and purified by silica gel column chromatography (hexane) to obtain 42.8 g of the title compound as a colorless oil.

Quelle