Abstract
The condensation of dichloromethyl tert-butyl ketone (1) with benzaldehyde, para-bromobenzaldehyde, and 2,4-dichlorobenzaldehyde under conditions for the Darzens reaction gives 1-aryl-1-chloro-4,4-dimethyl-2,3-pentanediones (2–4). In the case of nitrobenzaldehydes, the reaction products are 1-aryl-2-chloro-1,2-epoxy-4,4-dimethylpentanones (5 and 6), which isomerize to α-chloroketones (7 and 8) upon prolonged storage or heating at reflux in benzene.
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Literature cited
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Additional information
A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, 420083 Kazan. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 2, pp. 438–441, February, 1992.
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Mamedov, V.A., Malaev, V.G., Sibgatullina, F.G. et al. Dichloromethyl tert-butyl ketone in the Darzens reaction. Russ Chem Bull 41, 347–350 (1992). https://doi.org/10.1007/BF00869530
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DOI: https://doi.org/10.1007/BF00869530