HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Furanol, tetrahydro- → Methyl 2-[4-[(tetrahydro-3-furanyl)oxy]phenyl]-2-oxoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Furanol, tetrahydro- | HCID 9960 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl ester | HCID 3084696 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-[4-[(tetrahydro-3-furanyl)oxy]phenyl]-2-oxoacetate | HCID 21844207 | 88% |
Reaction Steps
In 30 ml of tetrahydrofuran were dissolved 3 g of 3-hydroxytetrahydrofuran, 6.5 g of methyl 2-(4-hydroxyphenyl)-2-oxoacetate and 9 g of triphenylphosphine. The thus prepared solution was mixed with 6.5 g of diethyl azodicarboxylate, and the mixture was stirred for 2 hours. After distilling off the solvent, the resulting residue was purified by subjecting it to silica gel column chromatography using dichloromethane as an eluant, thereby obtaining 7.5 g of methyl 2-[4-[(tetrahydro-3-furanyl)oxy]phenyl]-2-oxoacetate in an oily form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576343 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-506ff05271ac41a3a0be45d78d518585 |
| Source note | uspto-grants-1996_11 |