Safe and Scalable Aerobic Oxidation by 2-Azaadamantan-2-ol (AZADOL)/NO x Catalysis: Large-Scale Preparation of Shi's Catalyst

Yusuke Sasano, Hikaru Sato, Shinsuke Tadokoro, Masami Kozawa, Yoshiharu Iwabuchi

研究成果: Article査読

8 被引用数 (Scopus)

抄録

A method for safe and scalable aerobic alcohol oxidation using 2-azaadamantan-2-ol (AZADOL), an azaadamantane-type hydroxylamine catalyst, with a NO x cocatalyst in a conventional batch reactor has been developed. The use of 2 mol % AZADOL and 10 mol % NaNO 2 was determined to promote aerobic alcohol oxidation quantitatively within a reasonable time (8 h). Safety is ensured by controlling the reaction temperature below the flash point of the acetic acid solvent. The robustness of the developed method is demonstrated by the 500 g scale oxidation of diacetone fructose into Shi's catalyst for asymmetric epoxidation.

本文言語English
ページ(範囲)571-577
ページ数7
ジャーナルOrganic Process Research and Development
23
4
DOI
出版ステータスPublished - 2019 4 19

ASJC Scopus subject areas

  • 物理化学および理論化学
  • 有機化学

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