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An improved and scale-up synthesis of 6-hydroxybenzofuran

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Abstract

An optimized process for the preparation of 6-hydroxybenzofuran is described. This process consists of three steps: the reaction of 2-hydroxy-4-methoxybenzaldehyde with chloroacetic acid, the formation of the 6-methoxybenzofuran in acetic anhydride, and the demethylation with sodium 1-dodecanethiolate to afford the desired product. The entire process is safe, cost effective, environmentally benign, and scalable. A production scale of over 2.6 kg product was achieved in good overall yield.

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Acknowledgments

This work was supported by Guangdong Medical College Research Foundation (Grant JB12020).

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Authors and Affiliations

  1. Guangdong Medical College School of Pharmacy, 1 Xincheng Ave, Songshan Lake Technology Park, Dongguan, 523808, China

    Shu-Yong Song, He-Lin Lu, Gui-Fei Wang, Yi-Qiu Yang & Yun-Sheng Huang

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  1. Shu-Yong Song
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  2. He-Lin Lu
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  3. Gui-Fei Wang
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  4. Yi-Qiu Yang
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  5. Yun-Sheng Huang
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Correspondence to Yun-Sheng Huang.

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Song, SY., Lu, HL., Wang, GF. et al. An improved and scale-up synthesis of 6-hydroxybenzofuran. Res Chem Intermed 42, 4433–4442 (2016). https://doi.org/10.1007/s11164-015-2288-7

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