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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
Edukt2-Bromo-6-methoxynaphthaleneHCID 78786—
EduktLithium ChlorideHCID 433294—
EduktTributyl(4-methoxy-2-nitrophenyl)tinHCID 23087474—
KatalysatorCuprous chlorideHCID 62652—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Methoxy-6-(4-methoxy-2-nitrophenyl)naphthaleneHCID 2308755663,2%

Reaktionsbedingungen

Temperatur60 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07612114B2
Quelldatensatzuspto-grants-2009_11
ORD IDord-8387e951015b4c6db75044133ccf01bd
Quellennotizuspto-grants-2009_11