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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514881Generated: October 26, 2026

Water → Methyl 5-methyl-2-furancarboxylate

https://huagongshe.com/reaction/514881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantFuranHCID 8029—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ProductMethyl 5-methyl-2-furancarboxylateHCID 137628—
Product2-Furancarboxylic acid, 5-methyl-, ethyl esterHCID 5063080—

Reaction Steps

The method of the present invention involves preparing furan-containing molecules of formula I, which are useful chemical building blocks and fuel or fuel additives, from furan-containing molecules of formula II, in greater than 50% yield. The first step involves contacting a furan-containing molecule of formula II, a base, such as DBU, an organic solvent, such as tetrahydrofuran (THF), a catalyst, such as an N-heterocyclic carbene, and a reactive nucleophile, such as alcohols, water, amines or thiols, in a reaction vessel at a temperature of from about −78 degree C. to 150 degree C. After completion, the second step involves separating the product molecules of formula I by extraction with a hydrophobic solvent, such as ethyl acetate. The yield to methyl 5-methyl-2-furoate and ethyl 5-methyl-2-furoate are greater than 70% by this method.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108940B2
Source datasetuspto-grants-2015_08
ORD IDord-e1ff273691b046ecb730a7349ecdfc8b
Source noteuspto-grants-2015_08