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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528868Generated: October 27, 2026

Triethylamine → 1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-4-phenyl-butan-1-one

https://huagongshe.com/reaction/1528868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIodobenzeneHCID 11575—
Reactant1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]but-3-en-1-olHCID 66581348—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-4-phenyl-butan-1-oneHCID 66577256—

Reaction Conditions

Temperature85 °C

Reaction Steps

1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-but-3-en-1-ol (1.76 g, 5.69 mmol), iodobenzene (0.638 mL, 5.69 mmol), and triethylamine (1.59 mL, 11.38 mmol) were dissolved in ACN (17 mL) and the solution was purged with bubbling N2 (g). Palladium(II) acetate (0.064 g, 0.28 mmol) was added, the reaction vessel was sealed, and the reaction was heated to 85° C. overnight. After cooling, the reaction was submitted to standard aqueous workup then purified on silica gel (0-30% EtOAc in hexanes) to give a separable mixture of two compounds, one of which was the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090573B2
Source datasetuspto-grants-2015_07
ORD IDord-82b01e6dff724603be28c606a3bbde1b
Source noteuspto-grants-2015_07