HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514881Generated: October 26, 2026
Water → Methyl 5-methyl-2-furancarboxylate
https://huagongshe.com/reaction/514881
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Furan | HCID 8029 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Product | Methyl 5-methyl-2-furancarboxylate | HCID 137628 | — |
| Product | 2-Furancarboxylic acid, 5-methyl-, ethyl ester | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09108940B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-e1ff273691b046ecb730a7349ecdfc8b |
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| Source note | uspto-grants-2015_08 |
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