Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423694Generated: November 1, 2026

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

https://huagongshe.com/reaction/2423694

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 numberUS07960412B2
Source datasetuspto-grants-2011_06
ORD IDord-b5be43d24658429c9df7d7cbef90bffa
Source noteuspto-grants-2011_06