Ethyl (Dimethylsulfuranylidene)acetate

Ethyl (Dimethylsulfuranylidene)acetate Chemische Eigenschaften,Einsatz,Produktion Methoden

• Verwenden

  Ethyl (Dimethylsulfuranylidene)acetate (EDSA) is used ad a stabilized sulfonium ylide reagent capable of reacting with a variety of electrophiles to produce substituted cyclopropanes, epoxides, enamines, and stabilized ylides, as well as other products.^[1]

• synthetische

  Preparative Method of Ethyl (Dimethylsulfuranylidene)acetate: synthesized in two simple steps (85% overall yield). An equimolar combination of ethyl bromoacetate and Dimethyl Sulfide is stirred in acetone at rt for three days, after which the precipitated sulfonium salt is isolated by filtration. The salt is then converted to the ylide by treatment with K2CO3/NaOH in CHCl3/water.^[1b]

• Lager

  although Ethyl (Dimethylsulfuranylidene)acetate is subject to moisture-induced and thermal decomposition, no report of hazard has been found. The presence of water gives rise to ester hydrolysis and quenching of the ylide to form the zwitterionic sulfonium carboxylate Me2+SCH2CO2 -. Significant instability has also been noted at slightly elevated temperatures (35% decomposition at 80 °C in 3 h). Successful storage (several weeks) can be accomplished at -10 °C under anhydrous conditions.^[1b]

• Einzelnachweise

  1. (a) Speziale, A. J.; Tung, C. C.; Ratts, K. W.; Yao, A. JACS 1965, 87, 3460. (b) Payne, G. B. JOC 1967, 32, 3351. (c) Payne, G. B. JOC 1968, 33, 1284. (d) Payne, G. B. JOC 1968, 33, 1285. (e) Payne, G. B. JOC 1968, 33, 3517.

Ethyl (Dimethylsulfuranylidene)acetate Upstream-Materialien And Downstream Produkte

Ethyl (Dimethylsulfuranylidene)acetate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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