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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methoxystyrene | HCID 12507 | — |
| Reactant | 4-Bromo-3-nitroanisole | HCID 79288 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Methoxy-1-[2-(4-methoxyphenyl)vinyl]-2-nitrobenzene | HCID 66626783 | 49.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960412B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-b5be43d24658429c9df7d7cbef90bffa |
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| Source note | uspto-grants-2011_06 |
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