Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528856Generated: November 3, 2026

Triethylamine → (E)-1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-4-phenyl-but-3-en-1-ol

https://huagongshe.com/reaction/1528856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIodobenzeneHCID 11575—
Reactant1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]but-3-en-1-olHCID 66581348—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product(E)-1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-4-phenyl-but-3-en-1-olHCID 66578803—

Reaction Conditions

Temperature100 °C

Reaction Steps

1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-but-3-en-1-ol (0.152 g, 0.49 mmol), iodobenzene (0.06 mL, 0.49 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.034 g, 0.05 mmol), and triethylamine (0.68 mL, 4.9 mmol) were combined in DMF (4 mL) and the mixture was purged with N2 (g) for 5 minutes. The reaction was then sealed and stirred at 100° C. overnight. After aqueous workup, the crude material was purified by silica gel chromatography (0-50% EtOAc in hexanes) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090573B2
Source datasetuspto-grants-2015_07
ORD IDord-03b25c1d506a4dfabf647f346fec899d
Source noteuspto-grants-2015_07