Abstract
A simple method is proposed for the alkylation of cyclododecanone by propargyl halides under phase transfer catalysis conditions with the formation of 2-propargylcyclododecanone. The hydration of 2-propargylcyclododecanone upon catalysis by mercury compounds leads to either 14-methyl-13-oxabicyclo[10.3.0]-pentadeca-1(12),14-diene or 2-acetonylcyclododecanone depending on the reaction conditions. Both these compounds are also readily obtained from 2-(2-chloropropen-2-yl)cyclododecanone which readily forms upon the alkylation of cyclododecanone by 1,2-dichloropropene under phase transfer catalysis conditions.
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Translated from Izvestiya Akademil Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 963–965, April, 1991.
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Zakharkin, L.I., Churilova, I.M. A simple synthesis for 2-acetonylcyclododecanone. Russ Chem Bull 40, 857–859 (1991). https://doi.org/10.1007/BF00958593
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DOI: https://doi.org/10.1007/BF00958593