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ChemicalBook CAS DataBase List 2-(Trimethylsilyl)ethanol
2916-68-9

2-(Trimethylsilyl)ethanol synthesis

11synthesis methods
Three methods of preparation have been reported: (a) from the treatment of ethyl bromoacetate with zinc followed by the reaction with chlorotrimethylsilane1 and subsequent reduction of the resultant ethyl trimethylsilylacetate with lithium aluminum hydride2,3 or borane–tetrahydrofuran(eq 1); (b) from the hydroboration/oxidation or oxymercuration/demercuration of vinyltrimethylsilane (eq 2); and (c)most conveniently, by the reaction of the Grignard reagent formed from (chloromethyl)trimethylsilane with paraformaldehyde (eq 3).

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Yield:2916-68-9 78.1%

Reaction Conditions:

with borane-THF in tetrahydrofuran for 48 h;Ambient temperature;

References:

Rosowsky, Andre;Wright, Joel E. [Journal of Organic Chemistry,1983,vol. 48,# 9,p. 1539 - 1541]

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