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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 25746Erstellt: 23. Oktober 2026

1-Bromo-4-nitrobenzene → 2-Methoxy-4'-nitro-1,1'-biphenyl

https://huagongshe.com/de/reaction/25746

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-4-nitrobenzeneHCID 11466—
Edukt2-Methoxyphenylboronic acidHCID 2733958—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelSodium CarbonateHCID 10340—
Produkt2-Methoxy-4'-nitro-1,1'-biphenylHCID 1314347872,4%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of 20.8 g of 4-bromonitrobenzene and 17.2 g of 2-methoxyphenyl boronic acid in 340 mL of ethylene glycol dimethyl ether and 170 mL of 2 M sodium carbonate solution was purged with argon gas and then 3.6 g of Pd(PPh3)2Cl2 was added under argon atmosphere. The reaction mixture was heated in a sealed flask at 120° C. overnight. The reaction mixture was cooled down to room temperature. The mixture was filtered through diatomaceous earth and the filtrate was diluted with water and the product was extracted three times with EtOAc. The organic layers were combined, dried over magnesium sulfate (MgSO4), and the solvent was evaporated in vacuo. The residue was purified by flash chromatography to yield 17.1 g of 2-methoxy-4′-nitrobiphenyl as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06858627B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-6e5a00daa6644cc593f8f07d843498b7
Quellennotizuspto-grants-2005_02