Improved synthesis of 2-norbornanone

Herein a two-step process for the synthesis of 2-norbornanone with 91 % overall yield has been developed. The addition of sublimation inhibitors suppressed the sublimation of norbornene in the process of sulfuric acid-promoted hydration and increased the yield of 2-norbornanol significantly under mi...

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Veröffentlicht in:Research on chemical intermediates 2016-04, Vol.42 (4), p.3325-3332
Hauptverfasser: Zhang, Heng, Fu, Shuixiang, Tao, Ming, Liao, Zutai, Qian, Chao, Chen, Xinzhi
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Sprache:eng
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Zusammenfassung:Herein a two-step process for the synthesis of 2-norbornanone with 91 % overall yield has been developed. The addition of sublimation inhibitors suppressed the sublimation of norbornene in the process of sulfuric acid-promoted hydration and increased the yield of 2-norbornanol significantly under mild conditions. Additionally, reuse of sulfuric acid has been achieved. A 4-hydroxy-TEMPO/CuCl/TBN triple-component catalyst system for the highly selective aerobic oxidation of 2-norbornanol was developed and displayed high atom efficiency and yield.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-015-2213-0