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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 37619Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/37619

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt5-(2-bromophenyl)-1-(4-nitrophenyl)-1H-tetrazoleHCID 19935790—
Edukt4-[(2-Ethylquinolin-4-yloxy)methyl]phenylboronic acid hydrochlorideHCID 67782827—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelMethanolHCID 887—
LösungsmittelTolueneHCID 1140—
Produkt2-ethyl-4-[(2'-(1-(4-nitrophenyl)-1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]quinolineHCID 1993578465%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of potassium carbonate (5.8 g), 5-(2-bromophenyl)-1-(4-nitrophenyl)-1H-tetrazole (5.81 g) (obtained as described in Procedure A, step (ii)), water (43 ml), toluene (43 ml), and methanol (43 ml) was heated to 60° C. to give a clear solution. 4-[(2-Ethylquinolin-4-yloxy)methyl]phenylboronic acid hydrochloride (4.3 g) and tetrakis(triphenylphosphine)palladium (0.032 g) were added and the reaction mixture heated at reflux for 4 hours. The mixture was allowed to cool and further toluene (50 ml) added. The organic phase was separated and the aqueous phase extracted with toluene (2×50 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 (4.3 g); m.p. and NMR similar to that of compound A of Procedure A, part (v).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05420292
Quelldatensatzuspto-grants-1995_05
ORD IDord-5efca5e511364dd2a808da8641db3f42
Quellennotizuspto-grants-1995_05