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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 5-(2-bromophenyl)-1-(4-nitrophenyl)-1H-tetrazole | HCID 19935790 | — |
| Edukt | 4-[(2-Ethylquinolin-4-yloxy)methyl]phenylboronic acid hydrochloride | HCID 67782827 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-ethyl-4-[(2'-(1-(4-nitrophenyl)-1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]quinoline | HCID 19935784 | 65% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05420292 |
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| Quelldatensatz | uspto-grants-1995_05 |
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| ORD ID | ord-5efca5e511364dd2a808da8641db3f42 |
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| Quellennotiz | uspto-grants-1995_05 |
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