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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Eduktp-Chlorophenoxyacetyl chlorideHCID 77771—
Edukt1-(2-Amino-5-bromophenyl)-2,2,2-trifluoroethanoneHCID 46838802—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-bromo-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinolin-2(1H)-oneHCID 86715448—

Reaktionsbedingungen

Temperatur0 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09303015B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-2f6339c8b1f541a1beaa4dda377f1004
Quellennotizuspto-grants-2016_04