Abstract
(Chloromethyl)- tert-butyldimethylsilane (I) was prepared from (chloromethyl)isopropenyldimethylsilane through a series of reactions: intramolecular rearrangement with sulfuric acid, fluorination with ammonium hydrogen fluoride and methylation with the Grignard reagent. It has been found that compound (I) easily undergoes intramolecular rearrangement with aluminum chloride, involving migration of a methyl group from silicon to carbon, and that the chlorine atom is replaced by a methoxyl group without rearrangement when the compound is treated with sodium methoxide in methanol.
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