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M. Yamaguchi, T. Takata and T. Endo, “Oxidation of Cycloalkanols to the Corresponding Cycloalkanones with Chlorine in the Presence of Nitroxide Radical as a Me-diator,” Bulletin of the Chemical Society of Japan, Vol. 63, No. 3, 1990, pp. 947-949. doi:10.1246/bcsj.63.947

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• TITLE: Eco-friendly Synthesis of Cyclododecanone from Cyclododecatriene

  AUTHORS: Qi Feng, De-Kai Yuan, Dao-Quan Wang, Xiao-Mei Liang, Jian-Jun Zhang, Jin-Ping Wu, Fu-Heng Chen

  KEYWORDS: Eco-Friendly Synthesis, Cyclododecanone, Cyclododecatriene, Hexadecyl Trimethyl Ammonium Heteropolyphosphatotungstate

  JOURNAL NAME: Green and Sustainable Chemistry, Vol.1 No.3, August 31, 2011

  ABSTRACT: An eco-friendly synthesis of cyclododecanone (CDON) from cyclododecatriene (CDT) is described. Selec- tive epoxidation of CDT with hydrogen peroxide using hexadecyl trimethyl ammonium heteropolyphospha- totungstate [(n-C16H33NMe3)3PW4O16, HAHPT] as catalyst and water as solvent followed by the hydrogena- tion on Raney nickel catalyst gave cyclododecanol (CDOL). The latter was oxidized with hydrogen peroxide using HAHPT as catalyst and a mixture of water and t-butanol as solvent to afford CDON. The total yield was 53.4% under the optimum reaction conditions.