HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 9926167, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Isopropylphenol | HCID 12059 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-(2-Hydroxyethyl)indolin-2-one | HCID 10943004 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9926167 | HCID 9926167 | 14% |
Reaction Steps
Diethyl azodicarboxylate (0.47 mL, 3 mmol) was added to a solution of triphenylphosphine (0.786 g, 3 mmol) in tetrahydrofuran (10 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 (0.53 g, 3 mmol) (Hayler, J. D.; Howic, S. L. B.; Giles, R. G.; Negus, A.; Oxley, P. W.; et al; J. Heteocycl. Chem.; 32; 3; 1995; 875-882), followed by 3-isopropylphenol (0.41 mL, 3 mmol). The mixture was stirred at room temperature for one day and the solvent was evaporated. The residue was chromatographed on silica gel eluting with ethyl acetate: hexane 1:9 to give 120 mg (14%) of 4-[2-(3-isopropyl-phenoxy)-ethyl]-1,3-dihydro-indol-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06689806B1 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-0143cdad58d642ed89ab3e2e94313f01 |
| Source note | uspto-grants-2004_02 |