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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7689Erstellt: 23. Oktober 2026

Potassium Carbonate → 5'-(1,3-Benzoxazol-2-yl)-2'-methyl-1,1'-biphenyl-3-carbonitrile

https://huagongshe.com/de/reaction/7689

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktTriphenylphosphineHCID 11776—
Edukt3-Cyanophenylboronic acidHCID 2734325—
Edukt2-(3-Bromo-4-methylphenyl)-1,3-benzoxazoleHCID 21990996—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWater 1,2-dimethoxyethaneHCID 18180031—
Produkt5'-(1,3-Benzoxazol-2-yl)-2'-methyl-1,1'-biphenyl-3-carbonitrileHCID 21990975—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 3-cyano-phenylboronic acid (183 mg, 1.3 mmol), 2-(3-bromo-4-methylphenyl)-1,3-benzoxazole (300 mg, 1.04 mmol), dichlorobis(triphenylphosphine)palladium(II) (36.5 mg, 0.052 mmol), triphenylphosphine (27 mg, 0.104 mmol), and potassium carbonate (287 mg, 2.08 mmol) in degassed DME/H2O (5:1, 18 mL) was heated to 80° C. for 18 h. The mixture was cooled to rt and the two layers were separated and the aqueous layer was extracted with EtOAc (3×). The organics were combined, dried over Na2SO4, and evaporated to dryness to give a clear solid. Purification of the crude by flash chromatography on silica gel eluting with a gradient of EtOAc:hexanes (0 to 30 min: 0 to 20% EtOAc) afforded 5′-(1,3-benzoxazol-2-yl)-2′-methyl-1,1′-biphenyl-3-carbonitrile a colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087601B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-ddda68329a1d47baa4ac6fb0eabd16f4
Quellennotizuspto-grants-2006_08