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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191731Generated: November 3, 2026

Citric Acid → HCID 68959435, compound

https://huagongshe.com/reaction/2191731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantCesium carbonateHCID 10796—
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
ReactantTert-butyl 2-(4-fluoroanilino)-4-vinylbenzoateHCID 68959213—
Catalystpalladium(II) acetateHCID 167845—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 68959435HCID 68959435—

Reaction Conditions

Temperature120 °C

Reaction Steps

1-Bromo-4-(trifluoromethyl)benzene 0.14 mL, cesium carbonate 0.31 g and palladium acetate 11 mg were added to N,N-dimethylacetamide 3.0 mL solution of tert-butyl 2-(4-fluoroanilino)-4-vinylbenzoate 0.15 g at room temperature, and it was stirred at 120° C. for 24 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution, saturated sodium thiosulfate aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=10:1] to give tert-butyl 2-(4-fluoroanilino)-4-((E)-2-(4-trifluoromethylphenyl)vinyl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-b8e2f67bd4344b57a4aedb6d2c969a08
Source noteuspto-grants-2012_12