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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590922Generated: October 30, 2026

Sulfuric Acid → HCID 58297519, compound

https://huagongshe.com/reaction/590922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium HydroxideHCID 14798—
ReactantN-IodosuccinimideHCID 120273—
ReactantHCID 58297518HCID 58297518—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductHCID 58297519HCID 5829751965%

Reaction Conditions

Temperature40 °C

Reaction Steps

To 100 mL of ethanol was added 17.0 g (44.8 mmol) of 4-(perfluorobutan-2-yl)-2-(trifluoromethyl)aniline, and 5.28 g (53.8 mmol) of concentrated sulfuric acid and 12.6 g (55.8 mmol) of N-iodosuccinimide were added thereto under ice-cooling, followed by stirring at room temperature for 1 hour and 30 minutes and at 40° C. for 4 hours. To the reaction solution was added a 4 M aqueous sodium hydroxide solution to neutralize the reaction solution, and then ethyl acetate was added thereto to extract the organic phase. The organic phase was washed with saturated brine, and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent solvent; hexane:ethyl acetate=10:1) to prepare 14.6 g (yield 65%) of a target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09237745B2
Source datasetuspto-grants-2016_01
ORD IDord-0b44550bda5042fea07d0a08973be5c7
Source noteuspto-grants-2016_01