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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250522Generated: November 1, 2026

Acetic Acid → HCID 24824338, compound

https://huagongshe.com/reaction/2250522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBromineHCID 24408—
ReactantSodium ThiosulfateHCID 24477—
Reactant4-Fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-oneHCID 24824336—
SolventDichloromethaneHCID 6344—
ProductHCID 24824338HCID 2482433887%

Reaction Steps

4-Fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one (1 g, 22.9 mmol) was dissolved in dichloromethane (DCM) (50 mL) and acetic acid (2 mL) at room temperature. Bromine (0.386 mL, 7.5 mmol) was added and the solution allowed to stir 24 hours. The reaction mixture was poured into sodium thiosulfate solution, extracted with diethyl ether, the combined organic layers were dried over magnesium sulfate and evaporated. Trituration of the crude product with hexane gave 5-bromo-4-fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one (1.25 g, 87%): HRMS [M−H]− 255.9781

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317037B2
Source datasetuspto-grants-2008_01
ORD IDord-8ade7d237a0345abaab32bf7cb50bfc6
Source noteuspto-grants-2008_01