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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2359407Erstellt: 25. Oktober 2026

Dichloromethane → 2-(3-(Difluoromethyl)phenyl)quinoline-8-carboxylic acid

https://huagongshe.com/reaction/2359407

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2-Chloroquinoline-8-carboxylic acidHCID 19026201—
Edukt2-(3-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 22240167—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2-(3-(Difluoromethyl)phenyl)quinoline-8-carboxylic acidHCID 5815468480,2%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

To a solution of 2-chloroquinoline-8-carboxylic acid (3.1 g, 15.0 mmol) in DME (20 mL) and water (2 mL) was added 2-(3-(difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4.5 g, 17.7 mmol), K3PO4 (5.2 g, 22.6 mmol) and Pd(dppf)Cl2.CH2Cl2 (0.50 g, 0.63 mmol). The reaction mixture was stirred under nitrogen at 85° C. for 12 hours, then the reaction was cooled to room temperature and water (20 mL) was added. The mixture was filtered and the filter cake was washed with water, and the solid was dried in vacuo to give 2-(3-(difluoromethyl)phenyl)quinoline-8-carboxylic acid (3.6 g, 80% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08685970B2
Quelldatensatzuspto-grants-2014_04
ORD IDord-fdda792a98ee4617a9e93bf47d884ed2
Quellennotizuspto-grants-2014_04