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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1818926Erstellt: 26. Oktober 2026

Dichloromethane → N-(4-cyanomethyl-2-methoxy-phenyl)-3-trifluoromethyl-benzamide

https://huagongshe.com/reaction/1818926

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
Edukt3-(Trifluoromethyl)benzoyl chlorideHCID 75257—
EduktDiisopropylethylamineHCID 81531—
Edukt2-(3-Methoxy-4-nitrophenyl)acetonitrileHCID 13629317—
KatalysatorPalladiumHCID 23938—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
ProduktN-(4-cyanomethyl-2-methoxy-phenyl)-3-trifluoromethyl-benzamideHCID 68423610—

Reaktionsschritte

Compound 19.2 (0.096 mmol), and catalytic Pd/C in EtOAc (2 mL) were placed under an atmosphere of hydrogen for 3 hours. The reaction mixture was filtered, concentrated and taken on crude to the next reaction. The crude compound (0.096 mmol), dichloromethane (0.5 mL), 3-(trifluoromethyl)benzoyl chloride (1.05 mmol) and DIEA (1.10 mmol) was stirred at room temperature for 10 minutes. Water was added after which the mixture partitioned between EtOAc and water. The organic layer was separated, washed with brine, dried, filtered and concentrated under reduced pressure. Purification by flash column chromatography on silica gel using a gradient of EtOAc/hexanes provided N-(4-cyanomethyl-2-methoxy-phenyl)-3-trifluoromethyl-benzamide (compound 19.3) in 71%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07601725B2
Quelldatensatzuspto-grants-2009_10
ORD IDord-bf343513767548eaae3297953a3d71f5
Quellennotizuspto-grants-2009_10