HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 9925982, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 3-Hydroxy-5-chloropyridine | HCID 582305 | — |
| Reactant | 4-(2-Hydroxyethyl)indolin-2-one | HCID 10943004 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9925982 | HCID 9925982 | 36.4% |
Reaction Steps
Diethyl azodicarboxylate (1.74 g, 10 mmol) was added to a solution of triphenylphosphine (2.62 g, 10 mmol) in tetrahydrofuran (20 mL) under nitrogen atmosphere. The mixture was stirred for 15 minutes. To it was then added 4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one (1.77 g, 10 mmol) followed by 5-chloro-3-pyridinol (1.29 g, 10 mmol). The mixture was stirred at room temperature for 2 days. The precipitate was collected by vacuum filtration, washed with ethyl acetate and dried to give 1.05 g (36%) of 4-[2-(5-chloro-pyridin-3-yloxy)-ethyl]-1,3-dihydro-indol-2-one as a light brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06689806B1 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-288c5d48cdd243dba0024dc17f17e468 |
| Source note | uspto-grants-2004_02 |