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Eco-friendly Synthesis of Cyclododecanone from Cyclododecatriene

Author(s): Qi Feng | De-Kai Yuan | Dao-Quan Wang | Xiao-Mei Liang | Jian-Jun Zhang | Jin-Ping Wu | Fu-Heng Chen

Journal: Green and Sustainable Chemistry
ISSN 2160-6951

Volume: 01;
Issue: 03;
Start page: 63;
Date: 2011;
Original page

Keywords: Eco-Friendly Synthesis | Cyclododecanone | Cyclododecatriene | Hexadecyl Trimethyl Ammonium Heteropolyphosphatotungstate

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.

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