A highly unusual condensation reaction between 3-chloro-3-methyl-2-butanone and lithium diisopropylamide

N De Kimpe, M Palamareva…

Index: Kimpe, Norbert De; Palamareva, Mariana; Schamp, Niceas Journal of Organic Chemistry, 1985 , vol. 50, # 16 p. 2993 - 2995

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Citation Number: 13

Abstract

Results Treatment of 3-chloro-3-methyl-2-butanone (1) with 2 mol equiv of lithium diisopropylamide in dry tetrahydrofuran (freshly distilled from sodium benzophenone ketyl) at 0" C gave rise to a vigorous reaction from which, after 1 h reaction time and aqueous workup, a complex reaction mixture was isolated. On standing, a pure crystalline compound precipitated (mp 110" C) whose mass spectrum suggested an odd number of nitrogen ...