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HRID 230431Erstellt: 24. Oktober 2026

Sodium hydride → 5,6-Dichloro-1-(2-fluoro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole

https://huagongshe.com/de/reaction/230431

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
Eduktalpha-Bromo-o-fluorotolueneHCID 67968—
Edukt5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-1H-indoleHCID 66968833—
Eduktdichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 66968977—
LösungsmittelDimethylformamideHCID 6228—
Produkt5,6-Dichloro-1-(2-fluoro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 44430143—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

NaH (60%) (60 mg, 1.5 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 (269 mg, 1 mmol) in DMF (5 ml) at 0° C. The resulting mixture was stirred at 0° C. for half hour. 2-fluorobenzyl bromide (283.5 mg, 1.5 mmol) was 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 a light yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07566733B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-8ff1b88d73314a1984ea3ea4e01925da
Quellennotizuspto-grants-2009_07