One-pot formal synthesis of biorenewable terephthalic acid from methyl coumalate and methyl pyruvate?
Green Chemistry Pub Date: 2014-01-23 DOI: 10.1039/C3GC42487A
Abstract
Diverse functionalized aromatic compounds are constructed from captodative dienophiles with exclusive regioselectivity. 100% biorenewable dimethyl terephthalate (DMT) from methyl coumalate and methyl pyruvate is achieved in a one-pot, Diels–Alder/decarboxylation/elimination sequence in nearly quantitative yield. The DMT system is solvent-free and purification is accomplished through recrystallization. DMT hydrolysis reveals the co-monomer terephthalic acid (TPA) as a bio-based drop-in replacement for the polymer industry, avoiding harsh oxidation and petrochemicals.
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Journal Name：Green Chemistry
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CAS no.: 89640-58-4
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