Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Furan | HCID 8029 | — |
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Produkt | Methyl 5-methyl-2-furancarboxylate | HCID 137628 | — |
| Produkt | 2-Furancarboxylic acid, 5-methyl-, ethyl ester | HCID 5063080 | — |
Reaktionsschritte
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.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09108940B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-e1ff273691b046ecb730a7349ecdfc8b |
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| Quellennotiz | uspto-grants-2015_08 |
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