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Sustainable Synthesis of 1,2,3,4-cyclohexanetetracarboxylate From Sugar-Derived Carboxylic Acids

Sustainable Synthesis of 1,2,3,4-cyclohexanetetracarboxylate From Sugar-Derived Carboxylic Acids

Rui Lu, Huifang Jiang, Xiaoqin Si, Xiaolin Luo, Fang Lu, Jie Xu

Chem Commun (Camb). 2020 Jun 5.

PMID: 32501464

Abstract:

Herein, we report a sustainable route for the synthesis of 1,2,3,4-cyclohexanetetracarboxylate from sugar-derived muconic acid and fumaric acid. The key Diels-Alder reaction constructed a cyclohexene framework substituted by four ester groups. The isolated yield of tetramethyl 5-cyclohexene-1,2,3,4-tetracarboxylate was up to 95.5% without any catalyst used. And the hydrogenation reaction of the cycloadduct was catalyzed by commercial RANEY® Ni at room temperature and nearly 100% yield of the cyclohexyl target products was obtained.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP106327928	Tetraundecyl benzhydrol-3,3′,4,4′-tetracarboxylate		106327-92-8	Price

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