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Optimized synthesis of 2-substituted 1-halocyclopropane-1-carboxylic acids

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Abstract

The reaction of gem-dichloro- and gem-dibromocyclopropanes with n-butyllithium in THF under argon at–78°С followed by purging the reaction mixture with dry CO2 was used to synthesize cis- and/or trans-1-halocyclopropane-1-carboxylic acids in 30–56% yields. The yields of the target products could be increased to 76–83% by the addition of an equimolar amount of LiCl to the reaction mixture. The highest salt effect was obtained with lithium chloride generated in situ (88–96%).

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Correspondence to V. V. Zorin.

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Original Russian Text © A.A. Zagidullin, A.V. Zorin, V.V. Zorin, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 10, pp. 1659–1663.

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Zagidullin, A.A., Zorin, A.V. & Zorin, V.V. Optimized synthesis of 2-substituted 1-halocyclopropane-1-carboxylic acids. Russ J Gen Chem 86, 2307–2311 (2016). https://doi.org/10.1134/S1070363216100108

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  • DOI: https://doi.org/10.1134/S1070363216100108

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