Chelate synthesis of 3-ethoxycarbonyl-4-hydroxy-2-trifluoromethylpyridine from ethyl acetoacetate and trifluoroacetonitrile |
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| Authors: | V A Dorokhov L S Vasil'ev F E Surzhikov V S Bogdanov |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp, 117913 Moscow, Russian Federation |
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| Abstract: | Ethyl 2-acetyl-3-amino-4,4,4-trifluoro-2-butenoate was synthesized by treatment of ethyl acetoacetate with CF3CN in the presence of Ni(acac)2. Condensation of the diphenylboron chelate of the former with dimethylformamide dimethylacetal followed by refluxing in ethanol yielded 3-ethoxycarbonyl-4-hydroxy-2-trifluoromethylpyridine.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1329–1331, July, 1995.This study was financially supported by the Russian Foundation for Basic Research (Grant No. 94-03-08964). |
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| Keywords: | ethyl acetoacetate trifluoroacetonitrile Ni(acac)2 catalysis ethyl 2-acetyl-3-amino-04 4 4-trifluoro-2-butenoate boron chelates dimethylformamide dimethylacetal 3-ethoxycarbonyl-4-hydroxy-2-trifluoromethylpyridine |
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