Efficient Continuous-Flow H–D Exchange Reaction of Aromatic Nuclei in D2O/2-PrOH Mixed Solvent in a Catalyst Cartridge Packed with Platinum on Carbon Beads

• Kwihwan Park

  Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196 , Japan

• Naoya Ito

  Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196 , Japan

• Tsuyoshi Yamada

  Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196 , Japan

• Hironao Sajiki

  Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196 , Japan

Abstract

Herein, a continuous-flow deuteration methodology for various aromatic compounds is developed based on heterogeneous platinum-catalyzed hydrogen-deuterium exchange. The reaction entails the transfer of a substrate dissolved in a mixed solvent of 2-propanol and deuterium oxide into a catalyst cartridge packed with platinum on carbon beads (Pt/CB). Pt/CB could be continuously used without significant deterioration of catalyst activity for at least 24 h. Deuteration proceeded within 60 s of the substrate solutions being passed through the Pt/CB layer in the Pt/CB-packed cartridge.

Journal

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 94 (2), 600-605, 2020-11-26

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360568774246305280
• NII Article ID: 130007995368
• DOI: 10.1246/bcsj.20200325
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/94/2/600/56309410/bcsj.20200325.pdf
• Data Source:
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