HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 623961Erstellt: 27. Oktober 2026
Triethylamine → 6-bromo-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinolin-2(1H)-one
https://huagongshe.com/reaction/623961
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | p-Chlorophenoxyacetyl chloride | HCID 77771 | — |
| Edukt | 1-(2-Amino-5-bromophenyl)-2,2,2-trifluoroethanone | HCID 46838802 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 6-bromo-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinolin-2(1H)-one | HCID 86715448 | — |
Reaktionsschritte
To a solution of 1-(2-amino-5-bromophenyl)-2,2,2-trifluoroethanone (2.76 g, 10.3 mmol, Intermediate 7, step b) in dichloromethane (20 mL) was added commercially available 2-(4-chlorophenoxy)acetyl chloride (2.11 g, 10.3 mmol). The resulting white solution was cooled with an ice bath to 0° C. and treated with triethylamine (4.29 mL, 30.9 mmol) dropwise. The reaction mixture was stirred at room temperature for 12 hours and at 60° C. for 2 hours. The mixture was diluted with dichloromethane at room temperature and washed with water. The organic phase was dried (MgSO4), filtered and concentrated. The residue was purified by flash column chromatography (silica gel, 25% EtOAc-Heptane), affording the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09303015B2 |
|---|
| Quelldatensatz | uspto-grants-2016_04 |
|---|
| ORD ID | ord-2f6339c8b1f541a1beaa4dda377f1004 |
|---|
| Quellennotiz | uspto-grants-2016_04 |
|---|