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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590935Generated: October 30, 2026

Water → HCID 86654258, compound

https://huagongshe.com/reaction/590935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl chloride, 3-nitro-HCID 8495—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 58297446HCID 58297446—
SolventPyridineHCID 1049—
ProductHCID 86654258HCID 866542586%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2.50 g (6.99 mmol) of 2-bromo-4-(perfluoroethyl)-6-(trifluoromethyl)aniline in 20 ml of pyridine was added 2.72 g (14.7 mmol) of 3-nitrobenzoyl chloride, followed by stirring at 100° C. for 12 hours. To the reaction liquid were added water and ethyl acetate, followed by extraction with ethyl acetate. The organic layer was washed with 1 M hydrochloric acid, a saturated aqueous sodium hydrogen carbonate solution, and saturated brine. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. To the obtained residue were added THF and an aqueous sodium hydroxide solution, followed by stirring at room temperature for 8 hours. The reaction liquid was extracted/dried in the same manner as described above, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent solvent; hexane:ethyl acetate=7:1→5:1) to prepare 0.202 g (yield 6%) of a target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09237745B2
Source datasetuspto-grants-2016_01
ORD IDord-e2e102b2527344a3933a059c4827abb0
Source noteuspto-grants-2016_01