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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1950810Erstellt: 26. Oktober 2026

Potassium Carbonate → Methyl 2'-methyl-2-nitro-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/reaction/1950810

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Methylphenyl boronic acidHCID 2733267—
EduktMethyl 4-bromo-3-nitrobenzoateHCID 2736829—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
ProduktMethyl 2'-methyl-2-nitro-1,1'-biphenyl-4-carboxylateHCID 5960654179,9%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A suspension of methyl 4-bromo-3-nitrobenzoate (Chess 1687; 3 g; 11.53 mmol; 1 eq.), o-tolylboronic acid (Aldrich 393606; 1.88 g; 13.84 mmol; 1.2 eq.), potassium carbonate (7.97 g, 57.68 mmol, 5 eq.) and tetrakis(triphenylphosphine)palladium(0) (668.2 mg, 0.577 mmol, 0.05 eq.) in toluene (15 mL) and water (15 mL) was stirred at 120° C. for 14 hours. The resulting mixture was allowed to return to room temperature and the two phases were separated. The organic layer was concentrated in vacuo and purified by column chromatography (c-hexane) to afford the title compound (2.5 g, 79%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08404676B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-3d02522246ac447c9e5c88343e4e7d80
Quellennotizuspto-grants-2013_03