HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 89580782, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 22731454 | HCID 22731454 | — |
| Reactant | HCID 178418642 | HCID 178418642 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89580782 | HCID 89580782 | 35.1% |
Reaction Steps
To a solution of 4-(1-hydroxyethyl)benzoate (300 mg. 1.67 mmol) in tetrahydrofuran (80 mL) were added triphenylphosphine (570 mg, 2.2 mmol) and pyridin-4-ol (159 mg, 1.67 mmol). The mixture was stirred for 30 minutes at room temperature, and then cooled to 0° C. And diisopropylazodicarboxylate (568.3 mg, 2.8 mmol) was added dropwise to the solution at 0° C. The resultant mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated to give a residue and the residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:10) to give methyl 4-(1-(pyridin-4-yloxy)ethyl)benzoate as an oil (151 mg, 35%). LRMS (M+H) m/z: calcd 257.1. found 257.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206128B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5bc8d46e7cc74eadb531428138d7d101 |
| Source note | uspto-grants-2015_12 |