HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423613Generated: October 29, 2026
Ethyl Acetate → 2-Methoxy-6-(2-nitrophenyl)naphthalene
https://huagongshe.com/reaction/2423613
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | o-Iodonitrobenzene | HCID 69115 | — |
| Reactant | 6-Methoxy-2-naphthaleneboronic acid | HCID 4641692 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Methoxy-6-(2-nitrophenyl)naphthalene | HCID 23087369 | 42.8% |
Reaction Steps
To a suspension of 2-iodo-1-nitrobenzene (2.5 g), (6-methoxynaphthalen-2-yl)boronic acid (2.9 g) and tetrakis(triphenylphosphine)palladium(0) (600 mg) in toluene (50 ml) was added an aqueous solution of 2N sodium carbonate (15 ml) under a nitrogen atmosphere, and the solution was stirred for 7 hours at 110° C. Ethyl acetate was added thereto, the solution was filtered through celite pad, 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 (1.2 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-37f2ed7d595544ba8c13dd380d376d5f |
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| Source note | uspto-grants-2011_06 |
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