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Ethoxylation of p-Fluoronitrobenzene using phase-transfer catalysts under microflow conditions

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Abstract

Nucleophilic aromatic substitution, one of the most common transformation methods for aromatic organic compounds, is often performed under biphasic conditions using a phase-transfer catalyst. Herein, we investigated the synthesis of 4-nitrophenetole from 4-fluoronitrobenzene in a continuous-flow microreactor, which accelerates mass transfer between the two phases. The reaction proceeded smoothly under slug flow conditions and a slight acceleration effect was observed under ambient pressure. By contrast, high temperature and pressure conditions gave the target compound in good yield within a shorter residence time.

Graphical Abstract Please provide caption for graphical abstract.Nucleophilic aromatic Substitution under microflow conditions

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Authors and Affiliations

  1. Industrial Technology Center of Wakayama Prefecture, 60 Ogura, Wakayama, 649-6261, Japan

    Hajime Mori, Akane Saito & Yasuhiro Nishiyama

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  1. Hajime Mori
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  2. Akane Saito
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  3. Yasuhiro Nishiyama
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Correspondence to Hajime Mori.

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Mori, H., Saito, A. & Nishiyama, Y. Ethoxylation of p-Fluoronitrobenzene using phase-transfer catalysts under microflow conditions. J Flow Chem 9, 115–121 (2019). https://doi.org/10.1007/s41981-019-00032-1

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  • DOI: https://doi.org/10.1007/s41981-019-00032-1

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