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A Highly Selective, High-Speed, and Hydrolysis-Free O-Acylation in Subcritical Water in the Absence of a Catalyst

Authors

  • Masahiro Sato Dr.,

    1. National Institute of Advanced Industrial Science and Technology (AIST), Research Center for Compact Chemical Process, Nigatake 4-2-1, Miyagino-ku, Sendai 983-8551, Japan, Fax: (+81) 22-237-0442
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  • Keiichiro Matsushima,

    1. Hokkaido Industrial Research Institute, Department of Environmental Process Engineering, N19-W11, Kita-ku, Sapporo 060-0819, Japan
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  • Hajime Kawanami Dr.,

    1. National Institute of Advanced Industrial Science and Technology (AIST), Research Center for Compact Chemical Process, Nigatake 4-2-1, Miyagino-ku, Sendai 983-8551, Japan, Fax: (+81) 22-237-0442
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  • Yutaka Ikuhsima Prof. Dr.

    1. National Institute of Advanced Industrial Science and Technology (AIST), Research Center for Compact Chemical Process, Nigatake 4-2-1, Miyagino-ku, Sendai 983-8551, Japan, Fax: (+81) 22-237-0442
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  • We thank Dr. M. Chaterjee for his critical reading of this manuscript and Dr. T. Yokoyama for fruitful discussions. This research was partially supported by the New Energy and Industrial Technology Development Organization (NEDO) (Development of Microspace and Nanospace Reaction Environment Technology for Functional Materials Project).

Abstract

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Schon ohne Katalysator schnell: Viele Alkohole sind ohne Katalysator in unterkritischem Wasser mit Acetanhydrid acylierbar, wenn ein Flussmikroreaktor verwendet wird. Die Ester entstehen selektiv und in hohen Ausbeuten bei 200–250 °C. Indem man die Menge an zugesetztem Acetanhydrid variiert, lässt sich die regioselektive Acylierung einer oder die Acylierung beider Hydroxygruppen für verschiedene Dihydroxysubstrate herbeiführen (siehe Schema).

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