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Tris(2-hydroxyethyl)ammonium 4-halo-2-methylphenoxyacetates (halocresacins)

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Abstract

Convenient and efficient procedures have been developed for the synthesis of tris(2-hydroxyethyl)-ammonium 4-halo-2-methylphenoxyacetates (halocresacins). 4-Chloro-2-methylphenoxyacetic acid necessary for the preparation of chlorocresacin has been obtained by chlorination of 2-methylphenoxyacetic acid with sulfuryl chloride in the presence of aluminum powder. Bromocresacin has been synthesized by reaction of triethanolamine with 4-bromo-2-methylphenoxyacetic acid prepared by bromination of 2-methylphenoxyacetic acid with molecular bromine. Fluoro- and iodocresacins have been synthesized by exchange reaction of chlorocresacin with potassium fluoride and sodium iodide, respectively.

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Correspondence to O. Yu. Grigor’eva.

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Original Russian Text © M.G. Voronkov, L.I. Belousova, O.Yu. Grigor’eva, N.N. Vlasova, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 12, pp. 1782–1785.

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Voronkov, M.G., Belousova, L.I., Grigor’eva, O.Y. et al. Tris(2-hydroxyethyl)ammonium 4-halo-2-methylphenoxyacetates (halocresacins). Russ J Org Chem 50, 1763–1766 (2014). https://doi.org/10.1134/S1070428014120082

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  • DOI: https://doi.org/10.1134/S1070428014120082

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