HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → (5-Ethyl-furan-2-yl)methyl 4-(5-undecyl-pyrimidin-2-yl)phenyl ether
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-(5-Undecyl-pyrimidin-2-yl)phenyl 5-ethyl-furan-2-carboxylate | HCID 15514981 | — |
| Reactant | 4-(5-Undecylpyrimidin-2-yl)phenol | HCID 135619682 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Ethyl-furan-2-yl)methyl 4-(5-undecyl-pyrimidin-2-yl)phenyl ether | HCID 22134218 | — |
Reaction Steps
A fully reacted mixture of equimolar amounts of diethyl azodicarboxylate and triphenylphosphine in THF is admixed with equimolar amounts of 4.9 g of 4-(5-undecyl-pyrimidin-2-yl)phenol and 5-ethyl-furan-2-yl-methanol (prepared by LiAlH4 reduction of methyl 5-ethyl-furan-2-carboxylate, which in turn can be obtained by esterification of 5-ethyl-furan-2-carboxylic acid from Example 1). The mixture is stirred for 24 h at room temperature and then evaporated to dryness under reduced pressure. Purification by chromatography (silica gel, dichloromethane) and recrystallization affords the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07052742B1 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-90567347dd314ee4bb7f8c8947acdd5f |
| Source note | uspto-grants-2006_05 |