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Silica-supported sulfonic acid-functionalized ionic liquid coated with [bmim][PF6] as a scavenger for the synthesis of amides

  • SI - SCS-09
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Abstract

The methodology of using a silica gel-supported functionalized ionic liquid as a scavenger in the purification of parallel synthesis products was demonstrated. Silica-supported sulfonic acid-functional ionic liquid was synthesized by etherification, aminate, and quaternary aminate from activated silica gel and 3-chloropropyl trimethoxysilane, imidazole, and 1,4-butanesultone, which was followed by acidification using trifluoromethanesulfonic acid and anion exchange with potassium hexafluorophosphate. A conventional ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate was then used to coat the surface of the silica gel. The silica-supported functionalized ionic liquid was used as a scavenger in the removal of excess amine in the parallel synthesis of amides. Desired products were obtained in excellent yields and purity with a sequestration time of less than 100 min at room temperature. After scavenging, the scavenger was easily filtered out and regenerated.

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Authors and Affiliations

  1. Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237, China

    Li-Qin Kang, Yan-Qing Peng, Xi-Li Ying & Gong-Hua Song

  2. School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai, 200235, China

    Li-Qin Kang

  3. School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China

    Yue-Qin Cai

Authors
  1. Li-Qin Kang
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  2. Yue-Qin Cai
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  3. Yan-Qing Peng
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  4. Xi-Li Ying
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  5. Gong-Hua Song
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Correspondence to Gong-Hua Song.

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Kang, LQ., Cai, YQ., Peng, YQ. et al. Silica-supported sulfonic acid-functionalized ionic liquid coated with [bmim][PF6] as a scavenger for the synthesis of amides. Mol Divers 15, 109–113 (2011). https://doi.org/10.1007/s11030-010-9261-6

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  • DOI: https://doi.org/10.1007/s11030-010-9261-6

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