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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183324Generated: October 26, 2026

Ethyl Acetate → (E)-4-(4-Benzyl-phenyl)-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-but-3-en-1-ol

https://huagongshe.com/reaction/1183324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant1-Benzyl-4-iodobenzeneHCID 2759364—
Reactant1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]but-3-en-1-olHCID 66581348—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product(E)-4-(4-Benzyl-phenyl)-1-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-but-3-en-1-olHCID 66581369—

Reaction Conditions

Temperature85 °C

Reaction Steps

1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-but-3-en-1-ol (0.380 g, 1.233 mmol) in acetonitrile (4 mL) was added to a flask containing 1-benzyl-4-iodo-benzene (0.3649 g, 1.233 mmol) and cesium carbonate (0.4102 g, 1.233 mmol). Palladium(II) acetate (0.030 g, 0.1233 mmol) was added and the reaction was heated to 85° C. and stirred overnight. The reaction was then cooled and submitted to standard aqueous workup followed by silica gel chromatography (0-50% EtOAc in hexanes) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664220B2
Source datasetuspto-grants-2014_03
ORD IDord-38caf3175f0e433ca76b86cece30a3fc
Source noteuspto-grants-2014_03