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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673417Generated: November 3, 2026

Citric Acid → HCID 67344729, compound

https://huagongshe.com/reaction/1673417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTributylamineHCID 7622—
Reactant1-Bromo-4-nitrobenzeneHCID 11466—
ReactantTert-butyl 2-(benzamido)-4-vinylbenzoateHCID 67343635—
Catalystpalladium(II) acetateHCID 167845—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 67344729HCID 6734472972.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

0.14 g of 1-bromo-4-nitrobenzene, 0.22 mL of tributylamine and 5.2 mg of palladium acetate were added to 2.0 mL of N,N-dimethylacetamide solution containing 0.15 g of tert-butyl 2-(benzamido)-4-vinylbenzoate at room temperature and stirred under nitrogen atmosphere at 110° C. for 1 hour and 20 minutes. After the reaction mixture was cooled to room temperature, 10% citric acid aqueous solution and ethyl acetate were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 10% citric acid aqueous solution, a saturated sodium thiosulfate aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [Flash Tube 2008 manufactured by Trikonex Company, eluent; hexane:ethyl acetate=4:1]to obtain 0.15 g of tert-butyl 2-(benzamido)-4-((E)-2-(4-nitrophenyl)vinyl)benzoate as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-988a0571df764499baa0ffb3588a172c
Source noteuspto-grants-2011_08