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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2043293Erstellt: 25. Oktober 2026

Potassium Iodide → 4-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzoic acid ethyl ester

https://huagongshe.com/reaction/2043293

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium IodideHCID 4875—
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
EduktEthyl 4-(bromomethyl)benzoateHCID 954261—
Edukt5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indoleHCID 66968833—
Eduktdichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 66968977—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-ylmethyl]-benzoic acid ethyl esterHCID 44430201—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

NaH (60%) 120 mg, 3 mmol) was added into a solution of dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole. 5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indole (538 mg, 2 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. Ethyl 4-(bromomethyl)-benzoate (729.3 mg, 3 mmol) and potassium iodide (498 mg, 3 mmol) were then added to the reaction mixture at 0° C. The reaction temperature was raised to 25° C. and then the reaction mixture was stirred for 18 hours. NH4Cl (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO4. The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes (0% to 60%) yielded the title compound as an off-white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08586616B2
Quelldatensatzuspto-grants-2013_11
ORD IDord-e288c591cd2140dbb1551511797168ce
Quellennotizuspto-grants-2013_11