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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950123Generated: November 2, 2026

4-Methoxystyrene → 4-Methoxy-1-[2-(4-methoxyphenyl)vinyl]-2-nitrobenzene

https://huagongshe.com/reaction/1950123

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxystyreneHCID 12507—
Reactant4-Bromo-3-nitroanisoleHCID 79288—
ReactantDiisopropylethylamineHCID 81531—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-(Di-tert-butylphosphino)biphenylHCID 2734215—
SolventAcetonitrileHCID 6342—
Product4-Methoxy-1-[2-(4-methoxyphenyl)vinyl]-2-nitrobenzeneHCID 6662678349.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1-bromo-4-methoxy-2-nitrobenzene (2.3 g) in acetonitrile (20 ml) was sequentially added 4-methoxystyrene (1.5 g), N,N-diisopropylethylamine (3.9 g), 2-(di-tert-butylphosphino)biphenyl (145 mg) and palladium(II) acetate (112 mg), and the solution was stirred for 15 hours at 80° C. The solution was extracted with ethyl acetate, then sequentially washed with water and brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (1.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399520B2
Source datasetuspto-grants-2013_03
ORD IDord-a4f4d1a5854248208ca6bbbdb0331075
Source noteuspto-grants-2013_03