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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 37621Erstellt: 24. Oktober 2026

Water → 2-ethyl-4-[(2'-(1-(4-nitrophenyl)-1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]quinoline

https://huagongshe.com/de/reaction/37621

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt2-(4-[(2-Ethylquinolin-4-yloxy)methyl]phenyl)-5,5-dimethyl-1,3,2-dioxaborinaneHCID 19935772—
Edukt5-(2-bromophenyl)-1-(4-nitrophenyl)-1H-tetrazoleHCID 19935790—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelMethanolHCID 887—
LösungsmittelTolueneHCID 1140—
Produkt2-ethyl-4-[(2'-(1-(4-nitrophenyl)-1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]quinolineHCID 1993578458,2%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of potassium carbonate (1.08 g; 7.8 mmol), 5-(2-bromophenyl)-1-(4-nitrophenyl)-1H-tetrazole (1.16 g; 3.2 mmol) (obtained as described in Procedure A, step (ii)), water (10 ml), toluene (10 ml), and methanol (10 ml) was heated to 60° C. to give a clear solution. Compound H (1.0 g; 2.6 mmol) and tetrakis(triphenylphosphine)palladium (0.06 g; 0.05 mmol) were added and the reaction mixture heated at reflux for 6 hours. The mixture was allowed to cool and further toluene (10 ml) added. The organic phase was separated and the aqueous phase extracted with toluene (2×20 ml). The combined organic phases were evaporated and the resultant solid recrystallised from toluene to give 2-ethyl-4-[(2'-(1-(4-nitrophenyl)-1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]quinoline (A) as a solid (0.8 g); m.p. and NMR similar to that of the product of procedure A, part (v).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05420292
Quelldatensatzuspto-grants-1995_05
ORD IDord-a169e26cbd7e456187a8e2d670e7201c
Quellennotizuspto-grants-1995_05