HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Phenyl-1,3-dihydro-indol-2-one → 5-[(1,2-Dihydro-2-oxo-6-phenyl-3H-indol-3-ylidene)methyl]-4-methyl-1H-pyrrole-3-propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Phenyl-1,3-dihydro-indol-2-one | HCID 10536384 | — |
| Reactant | 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acid | HCID 15160752 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[(1,2-Dihydro-2-oxo-6-phenyl-3H-indol-3-ylidene)methyl]-4-methyl-1H-pyrrole-3-propanoic acid | HCID 57237951 | 78.5% |
Reaction Steps
4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (90.5 mg), 105 mg 6-phenyl-2-oxindole and 2 drops piperidine in 2 mL of ethanol were heated at 90° C. overnight. The reaction mixture was cooled and concentrated. The residue was suspended in 6 N aqueous hydrochloric acid. The precipitate was filtered, washed with water to pH 6 and dried in a vacuum oven overnight to give 146 mg (78%) of the title compound as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119090B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-378b66d7f33f43c484f1488213111d4a |
| Source note | uspto-grants-2006_10 |