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Synthesis 1992; 1992(4): 369-370
DOI: 10.1055/s-1992-26112
short paper
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An Efficient Approach to β-Oxoadipate Derivatives and γ-Oxo Acids by the Reformatsky Reaction of Ethyl α-Bromoalkanoates with Succinic Anhydride

Hans Schick* , Ralf Ludwig
  • *Central Institute of Organic Chemistry, Rudower Chaussee 5, D(O)-1199 Berlin-Adlershof, Germany
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Publication Date:
17 September 2002 (online)

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Ethyl 2-bromoalkanoates react with zinc and succinic anhydride in dimethylformamide forming 2-substituted 1-ethyl hydrogen 3-oxoadipates hexanedioates) isolable in a yield of 56-78%. When subjected to decarboxylative saponification. they afford 4-oxoalkanoic acids in overall yields of 50-72%.