Chlorosulfonic acid → [4-(Chlorosulfonyl)phenethyl] methyl allylchlorosilane

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Reaction Steps

Phenethylmethyldichlorosilane (Gelest, Inc., Tullytown, Pa., USA) is chlorosulfonated with chlorosulfonic acid as described in Chem. Abstr. 103 P71494v. This yields [4-(chlorosulfonyl)phenethyl] methyldichlorosilane which is reacted with allyl-magnesium chloride to form [4-(chlorosulfonyl)phenethyl] methyl allylchlorosilane. This product is reacted with octadecyl methylchlorosilane (boiling point of 175° to 177°/0.5 mm, from reaction of octadecylmagnesium bromide with methyldichlorosilane) under chloroplatinic acid catalysis to form 1-(octadecyl methylchlorosilyl)-3-{methyl [4-(chlorosulfonyl)phenethyl] chlorosilyl}propane. This material is reacted with dimethylamine to form 1-(octadecyl methyl dimethylaminosilyl)-3-{methyl [4-(chlorosulfonyl)-phenethyl] dimethylaminosilyl}propane.

Provenance & Evidence