Dichlorodimethylsilane → HCID 19097746, compound

Participants

Reaction Steps

A dry r. b. flask was loaded with 108 ml of 2-vinylpyridine (1 mole) and 92 ml of dimethylphosphite (1 mole) under nitrogen. Dropwise addition of 25 ml of dichlorodimethylsilane (0.21 mole) gave exothermic reaction to 86° C. even with ice bath cooling. Once the exotherm subsided the reaction mixture was fitted for vacuum distillation. A possible exotherm was noted around 98° C. The distillation was shut down, the traps cleaned, and distillation recommenced giving 100 g dimethyl 2-(2-pyridyl)ethylphosphonate b0.2 =131°-146° C. as a yellow fluid. Proton NMR in CDCl3 /TMS showed a 2H multiplet at 2.3 ppm, a 2H multiplet at 3.1 ppm, a 6.5 H 1:1 doublet at 3.7 ppm, and 4.5 aromatic H as multiplets between 7.1 and 8.6 ppm.

Provenance & Evidence