Toluene → p-Chlorophenyldimethylvinylsilane

Participants

Reaction Conditions

Reaction Steps

Forty cubic centimeters (0.33 mol) of dimethyldichlorosilane at 20° C. were placed in a three-neck balloon-flask swept by a flow of nitrogen. Eighty cubic centimeters of toluene were added while agitating the mixture. The temperature was changed to 5° C., then 0.33 mol of p-chlorophenylmagnesium chloride was added in 30 mn in the form of a solution in tetrahydrofurane (140 cubic centimeters). Twenty cubic centimeters of toluene were added and shaken for 2 hours 30 minutes. Them 0.36 mol of vinylmagnesium chloride was added in 20 mn in the form of a solution in tetrahydrofurane (120 cubic centimeters), with the temperature being maintained at 25° C. Then the temperature of the reactive environment was raised to 80° C. and maintained at that temperature for 2 hours. The reactive environment was cooled, the product was washed twice in 120 cubic centimeters of water acidified by 5 cubic centimeters of HCl. Then, after decantation, neutralization by means of bicarbonate of soda, drying, 42 grams of a product was collected containing (chromatography in gaseous phase) 80 percent by weight of p-chlorophenyldimethylvinylsilane (yield 51.3 percent as compared to dimethylchlorosilane.)

Provenance & Evidence