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Reactions of α-carbanions of lithium acylates with N,N-diethyl-N-chloro- and N,N-diethyl-N-bromoamines

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Abstract

The interaction of α-carbanions of lithium acylates (prepared via metalation of acetic, butyric, or isobutyric acid with lithium diisopropylamide in tetrahydrofuran under argon atmosphere) with N,N-diethyl-N-chloro- or N,N-diethyl-N-bromoamine has resulted in the formation of succinic acid or its 2,3-diethyl- and 2,2,3,3-tetramethyl-substituted derivatives in yields of 47–66% and the corresponding α-halocarboxylic acids (12–34%). Anion–radical scheme of the reaction products formation has been suggested.

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Authors and Affiliations

  1. Ufa State Petroleum Technological University, ul. Kosmonavtov 1, Ufa, 450062, Russia

    A. V. Zorin, A. T. Zainashev & V. V. Zorin

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  1. A. V. Zorin
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  2. A. T. Zainashev
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  3. V. V. Zorin
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Correspondence to A. V. Zorin.

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Original Russian Text © A.V. Zorin, A.T. Zainashev, V.V. Zorin, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 11, pp. 1826–1829.

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Zorin, A.V., Zainashev, A.T. & Zorin, V.V. Reactions of α-carbanions of lithium acylates with N,N-diethyl-N-chloro- and N,N-diethyl-N-bromoamines. Russ J Gen Chem 86, 2469–2472 (2016). https://doi.org/10.1134/S1070363216110116

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  • DOI: https://doi.org/10.1134/S1070363216110116

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