Synthesis of 1,4‐Cyclohexanedimethanol, 1,4‐Cyclohexanedicarboxylic Acid and 1,2‐Cyclohexanedicarboxylates from Formaldehyde,Crotonaldehyde and Acrylate/Fumarate |
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Authors: | Dr Yancheng Hu Zhitong Zhao Dr Yanting Liu Prof Guangyi Li Prof Aiqin Wang Prof Yu Cong Prof Tao Zhang Prof Feng Wang Prof Ning Li |
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Institution: | 1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, China;2. University of Chinese Academy of Sciences, Beijing, China;3. State Key Laboratory of Fine Chemicals, College of Chemistry, Faculty of Chemical Environmental and Biological Science and Technology, Dalian University of Technology, Dalian, China |
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Abstract: | Valuable polyester monomers and plasticizers—1,4‐cyclohexanedimethanol (CHDM), 1,4‐cyclohexanedicarboxylic acid (CHDA), and 1,2‐cyclohexanedicarboxylates—have been prepared by a new strategy. The synthetic processes involve a proline‐catalyzed formal 3+1+2] cycloaddition of formaldehyde, crotonaldehyde, and acrylate (or fumarate). CHDM is produced after a subsequent hydrogenation step over a commercially available Cu/Zn/Al catalyst and a one‐pot hydrogenation/oxidation/hydrolysis process yields CHDA, whereas 1,2‐cyclohexanedicarboxylate is obtained by a Pd/C‐catalyzed tandem decarbonylation/hydrogenation step. |
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Keywords: | 1 2-cyclohexanedicarboxylate crotonaldehyde formaldehyde plasticizers polyester monomers |
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