Production of Adipic Acid Derivatives from d-Glucaric Acid by Hydrodeoxygenation Mediated with Hydroiodic Acid

Glucose and its derivatives are valuable and sustainable carbon sources that can be converted into varieties of value-added chemicals. In this study, d -glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H 2 system. During this process, HI was a red...

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Bibliographic Details
Published in:Catalysis letters 2021-02, Vol.151 (2), p.338-343
Main Authors: Shi, Hexian, Zhang, Linfeng, Wu, Yudong, Yu, Rui, Peng, Yang, Wang, Yantao, Li, Teng, Yang, Weiran
Format: Article
Language:English
Subjects:
Acids
Adipic acid
Catalysis
Chemical reduction
Chemical tests and reagents
Chemistry
Chemistry and Materials Science
Derivatives
Glucaric acid
Hydrogenation
Industrial Chemistry/Chemical Engineering
Nylon
Organometallic Chemistry
Physical Chemistry
Reagents
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Summary:Glucose and its derivatives are valuable and sustainable carbon sources that can be converted into varieties of value-added chemicals. In this study, d -glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H 2 system. During this process, HI was a reducing reagent, which can be regenerated in situ by metal catalyzed hydrogenation. The reaction pathway was proposed based on the intermediates identification. Under the optimal conditions, 67.2% yield of 3-IAA was obtained at 130 ℃ for 4 h. As a platform molecule, 3-IAA can be further converted to varieties of building block efficiently, such as adipic acid (AA) and 3-hydroxyadipic acid (3-HAA). Graphic Abstract
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-020-03312-x