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3-Bromo-1-(trimethylsilyl)but-1-yne (1) was synthesized in analogy to a procedure for the preparation of 3-bromo-1-(trimethylsilyl)prop-1-yne: Wu, R.; Schramm, J. S.; Pearson, D. L.; Tour, J. M. J. Org. Chem. 1996, 61, 6906.
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3-Bromo-1-(trimethylsilyl)hex-1-yne (2) was prepared by addition of lithium(trimethylsilyl)acetylide to butyraldehyde, tosylation of the resulting alcohol and nucleophilic substitution of the tosylate by bromide under Finkelstein conditions. See: (a) Wenkert, E.; Leftin, M. H.; Michelotti, E. J. Org. Chem. 1985, 50, 1122.
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