Tetrahydrofuran → HCID 12058650, compound

Participants

Reaction Steps

To the lithium diphenylphosphide solution prepared under nitrogen from lithium (0.6246 g, 0.09 g atom) and diphenylphosphinous chloride (9.92 g, 0.045 mol) in 50 ml dry tetrahydrofuran, 14.5 g (0.045 mol) of 4-bromophenyl triethoxysilane dissolved in 50 ml dry tetrahydrofuran is added during one hour. The blood-red solution turns to a light brown color with the appearance of a small amount of white solid. The solution is filtered under nitrogen, diluted with benzene to precipitate remaining lithium bromide, and refiltered. Analysis of the solution by gasliquid chromatography shows a content of unreacted bromosilane of 3.88 grams (0.0122 mol). Distillation in vacuum gives 4-(diphenylphosphinyl)phenyl triethoxysilane (13 grams, 68.1 percent yield), b.p. 164°-167° C/0.1 mm. The H'NMR spectrum is identical to the material prepared from 4-(diphenylphosphinyl)phenyl magnesium bromide and tetraethyl orthosilicate. The efficiency based upon bromosilane consumed is 93.4 percent.

Provenance & Evidence