Synthesis Reference(s)
[1]Bürstinghaus, R.; Seebach, D. CB 1977, 110, 841 (CA 1977, 87, 6118n).
[2] Seebach, D.; Kolb, M.; Gr?bel, B.-T. CB 1973, 106, 2277 (CA 1974, 80, 27 320t).
Synthesis
Commercially available bis(methylthio)methane is deprotonated by n-Butyllithium in THF/hexane at -60 to 0 °C. The resulting lithio derivative is quenched at -40 °C with 1 equiv of Chlorotrimethylstannane. An aqueous workup followed by vacuum distillation affords the bis(methylthio)(trimethylstannyl)methane reagent in 82% yield.[1] The analogous Bis(methylthio)(trimethylsilyl)methane can be prepared by a similar procedure.[2]
