p-Bromochlorobenzene → 4-Chlorophenyltrichlorosilane

The Grignard reagent solution prepared, under nitrogen, from 1-bromo-4-chlorobenzene (38.3 g, 0.2 mol) and magnesium (4.867 g, 0.2 g atom) in 300 ml anhydrous diethyl ether, is filtered through a glass filter-stick by nitrogen pressure into a graduated feed-funnel, from which it is fed during 21/4 hours into a stirred solution of redistilled silicon tetrachloride (102 g, 0.6 mol) in 200 ml of dry ether. The solution is heated at reflux temperature an additional 2 hours, then cooled and filtered under nitrogen. If not protected from the air, the solution turns red and reduced yields are obtained. The ether and excess silicon chloride is concentrated in vacuum and the residue distilled in vacuum under nitrogen. 4-Chlorophenyl trichlorosilane (17 g, 35 percent yield), b.p. 84°-85° C/3.4 mm, nD27.5 1.5400, and bis(4-chlorophenyl) dichlorosilane (6.2 g, 20 percent yield), b.p. 146°-150° C/0.4 mm, m.p. 60°-61° C are obtained.

1. filtrationis filtered through a glass
2. filtrationfilter-stick by nitrogen pressure into a graduated feed-funnel, from which it
3. custom4 hours
4. temperatureThe solution is heated
5. temperatureat reflux temperature an additional 2 hours
6. temperaturecooled
7. filtrationfiltered under nitrogen
8. customreduced yields
9. customare obtained
10. concentrationThe ether and excess silicon chloride is concentrated in vacuum
11. distillationthe residue distilled in vacuum under nitrogen

ORD record

ord-92cdc9405e3d4d83929cd16ed7068f5b

Source dataset

uspto-grants-1976_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03987009