HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1433853Erstellt: 26. Oktober 2026
Ammonia → 2-Methoxy-6-(4-methoxy-2-nitrophenyl)naphthalene
https://huagongshe.com/reaction/1433853
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | 2-Bromo-6-methoxynaphthalene | HCID 78786 | — |
| Edukt | Lithium Chloride | HCID 433294 | — |
| Edukt | Tributyl(4-methoxy-2-nitrophenyl)tin | HCID 23087474 | — |
| Katalysator | Cuprous chloride | HCID 62652 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-Methoxy-6-(4-methoxy-2-nitrophenyl)naphthalene | HCID 23087556 | 63,2% |
Reaktionsschritte
The title compound was synthesized by referring to J. Am. Chem. Soc., 1999, 121, 760. A suspension of 6-methoxy-2-bromonaphthalene (500 mg), tributyl(4-methoxy-2-nitrophenyl)tin (1.1 g), tetrakis(triphenylphosphine)palladium(0) (250 mg), copper(I) chloride (1.0 g) and lithium chloride (540 mg) in dimethylsulfoxide (15 ml) was stirred at 60° C. for 5 hours under a nitrogen atmosphere. Ethyl acetate and aqueous ammonia were sequentially 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 washed with a hexane-diethyl ether system to provide the title compound (412 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07612114B2 |
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| Quelldatensatz | uspto-grants-2009_11 |
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| ORD ID | ord-8387e951015b4c6db75044133ccf01bd |
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| Quellennotiz | uspto-grants-2009_11 |
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