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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673416Generated: November 3, 2026

Citric Acid → HCID 67342138, compound

https://huagongshe.com/reaction/1673416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTributylamineHCID 7622—
Reactant4-IodophenolHCID 10894—
ReactantTert-butyl 2-(benzamido)-4-vinylbenzoateHCID 67343635—
Catalystpalladium(II) acetateHCID 167845—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 67342138HCID 6734213864.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

0.12 g of 4-iodophenol, 0.18 mL of tributylamine and 4.2 mg of palladium acetate were added do 2.4 mL of N,N-dimethylacetamide solution containing 0.12 g of tert-butyl 2-(benzamido)-4-vinylbenzoate sequentially at room temperature and stirred under nitrogen atmosphere at 110° C. for 6 hours. 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 [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=1:1] to obtain 0.10 g of tert-butyl 2-(benzamido)-4-((E)-2-(4-hydroxyphenyl)vinyl)benzoate as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-a5d03d9238174a85813931d3ff4eb88a
Source noteuspto-grants-2011_08