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A new procedure for the synthesis of 2-[(4-dodecyloxyphenyl)sulfonyl]butanoic acid

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Abstract

A new, practical and cost-effective route for scalable synthesis of 2-[(4-dodecyloxyphenyl)sulfonyl] butanoic acid, a key intermediate of a new cyan dye-forming coupler containing a sulfone group, was developed by adopting phenol as the starting material. The synthesis was accomplished in five steps with etherification, chlorosulfonation, reduction, nucleophilic reaction by C-S coupling and hydrolyzation. An important objective of the new synthetic route was the synthesis of 2-[4-(dodecyloxyphenyl)sulfonyl]butanoate. Overall yield obtained at optimized conditions increased to 66 %. The synthetic strategy was proven to be a process enabling rapid delivery of the target product with high purity.

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Authors and Affiliations

  1. Key Laboratory of Biomass Chemical Engineering of Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, 310027, Hangzhou, China

    Yun-Long Shi, Ling Wang, Chao Qian & Xin-Zhi Chen

  2. Jiangxi Renming Pharmaceutical Chemicals Ltd., 332700, Jiujiang, China

    Ming Tao & Zu-Tai Liao

Authors
  1. Yun-Long Shi
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  2. Ling Wang
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  3. Chao Qian
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  4. Ming Tao
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  5. Zu-Tai Liao
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  6. Xin-Zhi Chen
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Correspondence to Xin-Zhi Chen.

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Shi, YL., Wang, L., Qian, C. et al. A new procedure for the synthesis of 2-[(4-dodecyloxyphenyl)sulfonyl]butanoic acid. Chem. Pap. 69, 1237–1243 (2015). https://doi.org/10.1515/chempap-2015-0125

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  • DOI: https://doi.org/10.1515/chempap-2015-0125

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