Ethylene Glycol → 2-[2-(Methylsulfanyl)ethyl]-1,3-dioxolane

Reaktionsgleichung

C1(C)[CH:6]=[CH:5][C:4]([S:7](O)(=O)=O)=CC=1.[CH2:12]([OH:15])[CH2:13][OH:14].[CH3:16]CCC=S>C1CCCCC1>[CH3:16][S:7][CH2:4][CH2:5][CH:6]1[O:15][CH2:12][CH2:13][O:14]1

Komponenten

Versuchsvorschrift

Into a 100 ml reaction flask equipped with spin bar, reflux condenser, heating mantle and hot plate with magnetic stirring apparatus is placed 5 ml cyclohexane, 0.2 grams para-toluenesulfonic acid and 3.1 grams (0.05 moles) of 1,2-ethanediol. Over a period of 30 minutes, 5.2 grams (0.05 moles) of 3-methylthiopropionaldehyde is added to the reaction mass. The reaction mass is then heated to reflux and during reflux, water of formation is removed. The refluxing continues for a period of 9 hours. At the end of the 9 hour period, the reaction mass is cooled and transferred to a separatory funnel and washed with one 50 ml portion of saturated sodium chloride solution. The reaction mass is then dried over anhydrous sodium sulfate, filtered and distilled on a Microvigreux column yielding the following fractions: