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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429092Generated: October 28, 2026

Trifluoroacetic acid → 5-Chloro-4-methylindolin-2-one

https://huagongshe.com/reaction/429092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantChlorosuccinimideHCID 31398—
Reactant4-Methyl-1,3-dihydro-2H-indol-2-oneHCID 12579382—
SolventAcetonitrileHCID 6342—
Product5-Chloro-4-methylindolin-2-oneHCID 1031338868%

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 solid was always present. The white solid was 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316429B1
Source datasetuspto-grants-2001_11
ORD IDord-4025f4d02c91497d90752cb3a3656327
Source noteuspto-grants-2001_11