HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 68785453, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-(2-Hydroxyethyl)imidazole | HCID 74168 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-, methyl ester | HCID 518900 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68785453 | HCID 68785453 | — |
Reaction Steps
To a stirring mixture of the methyl 2-(4-hydroxyphenyl)acetate (1.4 g, 1 EQ) and 2-(1H-imidazol-1-yl)ethanol (1.0 g) in THF (0.5 mL, 0.5 M) at 0° C. was added PPh3 (2.9 g). To this mixture was added dropwise DIAD (2.2 mL) over 10 min. The reaction mixture was warmed to ambient temperature overnight. A normal aqueous workup with water and EtOAc was followed. The organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. The crude product was purified via silica gel chromatography to give methyl 2-(4-(2-(1H-imidazol-1-yl)ethoxy)phenyl)acetate. Method[1], MS (ESI) 261.1, Retention time=0.782 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450363B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-904d217c3d334a61bb0883da54fc2a89 |
| Source note | uspto-grants-2013_05 |