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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 72092Erstellt: 23. Oktober 2026

1-Bromo-4-nitrobenzene → 4-Nitro-1,1'-biphenyl

https://huagongshe.com/de/reaction/72092

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-4-nitrobenzeneHCID 11466—
EduktStannane, trimethylphenyl-HCID 123095—
EduktAmmonium AcetateHCID 517165—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDiethyl EtherHCID 3283—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt4-Nitro-1,1'-biphenylHCID 7114—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Microencapsulated Pd(OAc)2 (prepared as described in Example 1, 0.25 g, 2 mol %, based on palladium content) was added to a solution of 4-bromo nitrobenzene (1 mmol), trimethylphenyltin (1.5 mmol) and ammonium acetate (3 mmol) in 1,2-dimethoxyethane (5 mL) and stirred at 90° C. for 6 h. The reaction mixture was cooled to room temperature, diluted with ether (50 mL) and filtered through a polyethylene frit (20-micron porosity). The filtrate was washed with water (2×20 mL), brine (20 mL) and dried (MgSO4). Evaporation under reduced pressure and purification by column chromatography gave 4-nitrobiphenyl, 90%: IR, 1H NMR and 13C NMR identical with sample obtained from the Suzuki reaction in Example 5.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08828902B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-bcc41ec5ffe04b37a6cbe788ee6e67b0
Quellennotizuspto-grants-2014_09