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ChemicalBook CAS DataBase List 2,5-FURANDICARBOXYLIC ACID DIETHYL ESTER

2,5-FURANDICARBOXYLIC ACID DIETHYL ESTER synthesis

13synthesis methods
-

Yield: 98%

Reaction Conditions:

with sulfuric acid in water at 78; for 67 h;Dean-Stark;

Steps:

12 Synthesis of 2,5-diethyl-2, 5-furandicarboxylate
2,5-furandicarboxylic acid (25.18 g; 160 mmol) was added to ethanol (1,800 mL).Aqueous sulfuric acid (1.32 mL) was added. The mixture was heated at reflux (about78°C) for 67 hours, during which time water was removed from the reaction by the use ofa Dean-Stark apparatus. The reaction progress was monitored using NMR spectroscopy. After the 2,5-diethyl-2,5-furandicarboxylate had been formed in >97% purity by NMR, the reaction mixture was allowed to cool to ambient temperature and was extracted with 2- methyltetrahydrofuran. The combined organic layers were washed with a saturated aqueous brine solution and deionised water, and dried (Mg504). The organics werefiltered and the volatiles were removed in vacuo to afford the title compound (26.77 g; 130 mmol; >98% conversion).

References:

BIOME BIOPLASTICS LIMITED;LAW, Paul;MINES, Paul;CARNELL, Andrew;MCKENNA, Shane WO2016/202858, 2016, A1 Location in patent:Page/Page column 57

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