HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-Chloro-4-methylindolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 4-Methyl-1,3-dihydro-2H-indol-2-one | HCID 12579382 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Chloro-4-methylindolin-2-one | HCID 10313388 | 68% |
Reaction Steps
A suspension of 3.0 g of 4-methyl-2-oxindole was stirred in 50 ml of acetonitrile at room temperature while 3.3 g of N-chlorosuccinimide was added in portions. Trifluoroacetic acid (1 ml) was then added. The suspension was stirred at room temperature for 3 days during which time solids were always present. The solids were collected by vacuum filtration, washed with a small amount of cold acetone and dried overnight in a vacuum oven at 40° C. to give 2.5 g (68%) of 5-chloro-4-methyl-2-oxindole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06855730B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-13863e0995d54965a81d6d9284e91b0e |
| Source note | uspto-grants-2005_02 |