Chlorotrimethylsilane → 1-Trimethylsilyloxy-1-tert-butylthio-2,2-difluoroethene

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Reaction Conditions

Reaction Steps

tert-Butyl difluorothioacetate (100 mg) was dissolved in tetrahydrofuran (5 ml) and the solution was cooled to -78° C. Trimethylchlorosilane (151 μl) and lithium diisopropyl amide (327 μl, 2 M solution in heptane/tetrahydrofuran/ethyl-benzene). The solution was stirred for 1 hour at -78° C. then warmed to 25° C. The above product formed in a 65 percent yield as determined by 19F NMR Spectroscopy. 19F NMR (C6D6 vs C6F6, ppm) -104.2 (d, J=28 Hz), -92.6 (d, J=28 Hz).

Provenance & Evidence