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

• DOI: 10.1007/s10562-020-03312-x
• Publication Date: 2020-07-11T06:02:33Z
• Authors: Hexian Shi; Linfeng Zhang; Yudong Wu; Rui Yu; Yang Peng; Yantao Wang; Teng Li; Weiran Yang
• Keywords: Hydrodeoxygenation; Adipic 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-H2 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).