HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 6-bromo-2,3-dihydro-1H-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Bromo-2-nitrophenylacetic Acid | HCID 271551 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-bromo-2,3-dihydro-1H-indol-2-one | HCID 2773289 | 58% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Iron (40.0 g, 700 mmol) was added slowly to a stirred solution of 2-(4-bromo-2-nitrophenyl)acetic acid (preparation 1b, 46.6 g, 200 mmol) in acetic acid (390 mL) at 75° C., and then mixture was stirred for 1 hour at 100° C. Then the mixture was cooled and ethyl acetate was added. The mixture was filtered through Celite® and the solvent evaporated. The crude product was washed with 0.1M aqueous hydrochloric acid, water, diethyl ether and dried to give the title compound (22.0 g, 58%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450341B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-88c9bcda499f475eaee45a18a8e34477 |
| Source note | uspto-grants-2013_05 |