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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191729Generated: November 3, 2026

Citric Acid → HCID 68962144, compound

https://huagongshe.com/reaction/2191729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantCesium carbonateHCID 10796—
Reactant3-BromothiopheneHCID 13383—
ReactantTert-butyl 2-(4-fluoroanilino)-4-vinylbenzoateHCID 68959213—
Catalystpalladium(II) acetateHCID 167845—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 68962144HCID 68962144—

Reaction Conditions

Temperature120 °C

Reaction Steps

3-Bromothiophene 90 μL, 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-(thiophen-3-yl)vinyl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-2698c94e0b714450b76a0fb407b7cc12
Source noteuspto-grants-2012_12