반응 #43522

반응 방정식

2,2′-[thiobis(methylene)]bis-thiirane

ethylene trithiocarbonate

tetrafluoroboric acid

→

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

수율 4.7%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도to warm to room temperature
2. 2
   기타quenched with 5% sodium bicarbonate solution (50.0 ml)
3. 3
   기타The separation of the organic layer
4. 4
   기타drying
5. 5
   기타evaporation
6. 6
   기타afford a wet yellow solid
7. 7
   기타Purification of which by short-path chromatography (20% ethyl acetate/hexane over silica)

실험 절차

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).

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