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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1764998Generated: October 26, 2026

Iodine → 1,2,3-Trifluoro-4-iodobenzene

https://huagongshe.com/reaction/1764998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
Reactant1,2,3-TrifluorobenzeneHCID 15147—
ReactantSodium ThiosulfateHCID 24477—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1,2,3-Trifluoro-4-iodobenzeneHCID 2779253—

Reaction Conditions

Temperature-60 °C

Reaction Steps

In a nitrogen atmosphere, 1,2,3-trifluorobenzene was dissolved into THF, and cooled to −60° C. Then, butyllithium (1.56 M hexane solution) was added dropwise for 30 minutes, and stirred for 2 hours. Then, the THF solution containing iodine was added dropwise for 1 hour, and warmed to room temperature. After the reaction solution was poured into a sodium thiosulfate aqueous solution and stirred for a while, an organic layer was separated, and an aqueous layer was extracted with toluene. After the extract and the organic layer were mixed together, washed using water and a saturated saline solution in that order, and dried using anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure to obtain 4-iodo-1,2,3-trifluorobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07226644B2
Source datasetuspto-grants-2007_06
ORD IDord-5ebf7efa5d394dd58cd97b60328c9223
Source noteuspto-grants-2007_06