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Direct α-Alkylation of Ketones with Alcohols in Water

Authors

  • Dr. Guoqiang Xu,

    1. CAS Key Laboratory of Bio-based Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101 (PR China), Fax: (+86) 532-80662724
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  • Qiong Li,

    1. CAS Key Laboratory of Bio-based Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101 (PR China), Fax: (+86) 532-80662724
    2. College of Science, China University of Petroleum, East China, Qingdao, 266555 (PR China)
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  • Jiange Feng,

    1. College of Science, China University of Petroleum, East China, Qingdao, 266555 (PR China)
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  • Qiang Liu,

    1. CAS Key Laboratory of Bio-based Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101 (PR China), Fax: (+86) 532-80662724
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  • Zuojun Zhang,

    1. CAS Key Laboratory of Bio-based Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101 (PR China), Fax: (+86) 532-80662724
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  • Dr. Xicheng Wang,

    1. CAS Key Laboratory of Bio-based Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101 (PR China), Fax: (+86) 532-80662724
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  • Dr. Xiaoyun Zhang,

    1. College of Science, China University of Petroleum, East China, Qingdao, 266555 (PR China)
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  • Prof. Dr. Xindong Mu

    Corresponding author
    1. CAS Key Laboratory of Bio-based Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101 (PR China), Fax: (+86) 532-80662724
    • CAS Key Laboratory of Bio-based Materials, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101 (PR China), Fax: (+86) 532-80662724

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Abstract

The direct α-alkylation of ketones with alcohols has emerged as a new green protocol to construct C[BOND]C bonds with H2O as the sole byproduct. In this work, a very simple and convenient Pd/C catalytic system for the direct α-alkylation of ketones with primary alcohols in pure water is developed. Based on this catalytic system, aqueous mixtures of dilute acetone, 1-butanol, and ethanol (mimicking ABE fermentation products) can be directly transformed into C5–C11 or longer-chain ketones and alcohols, which are precursors to fuels.

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