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Author: Subject: Et3N-MeCN in E2 RXN
bdestrad
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[*] posted on 28-3-2016 at 13:31
Et3N-MeCN in E2 RXN

Is Et3N in acetonitrile (pKa 18.70) sufficient to facilitate an E2 reaction with 1-bromo-4-phenylbutane? Any thoughts on optimization with only these reagents?
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clearly_not_atara
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[*] posted on 28-3-2016 at 16:08


I think the reaction product is 4-phenylbutyltriethylammonium bromide. Consider (Me3Si)2NLi, although in any variant of this reaction, over-alkylation may be a concern. Using acetonitrile as the solvent may cause self-condensation.
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Nicodem
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29-3-2016 at 06:35

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