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Substitution of the halogen atoms in α-halogenonitro compounds of the aliphatic series 4. Interaction of carbonyl compounds with ethyl chloronitroacetate under the conditions of the Reformatsky reaction
Authors:A. I. Yurtanov  I. V. Martynov
Affiliation:(1) Institute of Physiologically Active Substances, Academy of Sciences of the USSR, Chernogolovka
Abstract:The reaction of ethyl chloronitroacetate with carbonyl compounds of the aliphatic series under the conditions of the Reformatsky reaction in ether, THF, or benzene does not proceed with the substitution of the chlorine atom, but by the scheme of the Anri reaction with the formation of ethyl agr-nitro-agr-chloro-beta-hydroxycarboxylates. The reaction proceeds via the intermediate formation of the zinc salt of ethyl chloronitroacetate.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2729–2732, December, 1989.
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