HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 6-(3-Methoxyphenyl)-1,3-dihydroindol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 5-(4-Trifluoromethylphenylaminosulfonyl)-2-oxindole | HCID 9798777 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 6-(3-Methoxyphenyl)-1,3-dihydroindol-2-one | HCID 10586070 | 75% |
Reaction Steps
3′-Methoxy-3-nitrobiphenyl-4-acetic acid (5:2 g) was dissolved in methanol and hydrogenated over 0.8 g 10% palladium on carbon for 3 hours at room temperature. The catalyst was removed by filtration, washed with methanol and the filtrates combined and concentrated to give a brown solid. The solid was chromatographed on silica gel in ethyl acetate:hexane:acetic acid 33:66:1 to give 3.0 g (75% yield based on 4-fluoro-3′-methoxy-3-nitrobiphenyl) of 6-(3-methoxypheny)-2-oxindole as a pink solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119090B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-f00e1ababf5f42059b23cb42262ef9d1 |
| Source note | uspto-grants-2006_10 |