Conclusions
The electrochemical chlorination of ethyl acetoacetate in aqueous media proceeds at C2 and, partially, at C4 to give ethyl 2,2-dichloroacetoacetate and small amounts of ethyl 2,2,4-trichloroacetoacetate.
Literature cited
Organic Synthesis [Russian translation], Vol. 5, Izd. Inos. Lit., Moscow (1954), p. 4081.
S. K. Gupta, J. Org. Chem.,38, 4081 (1973).
A. Takeda, S. Tsuboi, and J. Nakashima, Bull. Chem. Soc. Jpn,48, 1067 (1975).
M. Conrad, Liebigs Ann. Chem.,186, 232 (1877).
A. Srendsen and P. M. Boll, Tetrahedron,29, 4251 (1973).
M. S. Kharasch, E. Sternfeld, and F. R. Mayo, J. Am. Chem. Soc.,59, 1655 (1937).
M. Gross, US Patent No. 4,473,508; Chem. Abstr.,102, P5715w (1985).
K. I. Boozen, USSR Inventor's Certificate No. 306,621; Byull. Izobret., No. 19 (1971).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 876–877, April, 1988.
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Ilyushin, V.A., Malaev, V.G. Electrochemical chlorination of ethyl acetoacetate and the formation of ethyl 2,2,4-trichloroacetoacetate. Russ Chem Bull 37, 756–757 (1988). https://doi.org/10.1007/BF01455494
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DOI: https://doi.org/10.1007/BF01455494