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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2236979Erstellt: 25. Oktober 2026

Dimethylformamide → 4-(4-{2-butyl-1-[4-(4-fluoro-3-trifluoromethyl-phenoxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-1-methyl-piperidine

https://huagongshe.com/reaction/2236979

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPhenacyl bromideHCID 6259—
Edukt4-[4-Fluoro-3-(trifluoromethyl)phenoxy]anilineHCID 66977344—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
Produkt4-(4-{2-butyl-1-[4-(4-fluoro-3-trifluoromethyl-phenoxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-1-methyl-piperidineHCID 59699365—

Reaktionsschritte

To a stirred solution of 4-(4-fluoro-3-trifluoromethyl-phenoxy)-aniline (1.64 mmol) in anhydrous DMF (30 mL) DIEA (3 eq) was added, followed by slow addition of the alpha-bromoacetophenone described above (2 eq), according to General Procedure R2. The reaction mixture was stirred under nitrogen at rt until completion, as indicated by TLC and HPLC. The reaction mixture was then diluted with cold H2O and the product was isolated in Et2O. The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of solvent in vacuuo afforded the desired product. The crude alkylated aniline was purified by chromatography on silica gel (elution with 5-20% EtOAc/Hexane).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07714013B2
Quelldatensatzuspto-grants-2010_05
ORD IDord-c7cf090d091a4a519f742c1228c6566e
Quellennotizuspto-grants-2010_05