Реакция #43522

Уравнение реакции

2,2′-[thiobis(methylene)]bis-thiirane

ethylene trithiocarbonate

tetrafluoroboric acid

→

2,2′-[thiobis(methylene)]bis-1,4,6,9-tetrathiaspiro[4.4]nonane

Выход 4.7%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Температураto warm to room temperature
2. 2
   Другоеquenched with 5% sodium bicarbonate solution (50.0 ml)
3. 3
   ДругоеThe separation of the organic layer
4. 4
   Другоеdrying
5. 5
   Другоеevaporation
6. 6
   Другоеafford a wet yellow solid
7. 7
   ДругоеPurification of which by short-path chromatography (20% ethyl acetate/hexane over silica)

Методика

A mixture of ethylene trithiocarbonate (5.04 g, 0.037 moles) and tetrafluoroboric acid (1.0 ml) in anhydrous dichloromethane (50.0 ml) cooled to −5° C. and stirred under nitrogen, was treated dropwise with a solution of 2,2′-[thiobis(methylene)]bis-thiirane (3.34 g, 0.019 moles) in anhydrous dichloromethane (30.0 ml). The resulting mire was allowed to warm to room temperature and quenched with 5% sodium bicarbonate solution (50.0 ml). The separation of the organic layer followed by water washing, drying and evaporation afford a wet yellow solid. Purification of which by short-path chromatography (20% ethyl acetate/hexane over silica) afforded 2,2′-[thiobis(methylene)]bis-1,4,6,9-tetrathiaspiro[4.4]nonane (4.7% yield).

Источник