Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191786Generated: November 2, 2026

Citric Acid → HCID 68957316, compound

https://huagongshe.com/reaction/2191786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantN-(4-Iodophenyl)acetamideHCID 12147—
ReactantBis(cyclohexylmethyl)amineHCID 4594378—
ReactantTert-butyl 2-(4-fluoroanilino)-4-vinylbenzoateHCID 68959213—
Catalystpalladium(II) acetateHCID 167845—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 68957316HCID 68957316—

Reaction Conditions

Temperature130 °C

Reaction Steps

To N,N-dimethylacetamide 3.0 mL solution of tert-butyl 2-(4-fluoroanilino)-4-vinylbenzoate 0.15 g were added N-(4-iodophenyl)acetamide 0.37 g, N,N-dicyclohexylmethylamine 0.41 mL and palladium acetate 5.4 mg at room temperature, and it was stirred at 130° C. for 4 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, and the solvent was removed under reduced pressure after sequential washing with 10% citric acid aqueous solution, saturated sodium thiosulfate aqueous solution and saturated sodium chloride aqueous solution. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=1:1] to give tert-butyl 4-((E)-2-(4-(acetamido)phenyl)vinyl)-2-(4-fluoroanilino)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-b3b6b3cc45094ee89fe99c254ac17a09
Source noteuspto-grants-2012_12