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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2468Erstellt: 23. Oktober 2026

Sodium Iodide → N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-methoxymethyl-N-(2-methoxyphenyl)benzamide

https://huagongshe.com/de/reaction/2468

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktSodium hydrideHCID 24758—
Edukt4-Methoxymethyl-N-(2-methoxyphenyl)benzamideHCID 17445024—
Edukt1-(2-Chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochlorideHCID 67575338—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-methoxymethyl-N-(2-methoxyphenyl)benzamideHCID 1968988554,7%

Reaktionsschritte

In an atmosphere of argon, 4-methoxymethyl-N-(2-methoxyphenyl)benzamide (126 mg, 0.464 mmol), 1-(2-chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride (157 mg, 0.511 mmol) and sodium iodide (154 mg, 1.02 mmol) were dissolved in DMF (3 ml) to which was subsequently added sodium hydride (40 mg, 60%, 1.0 mmol) at room temperature. After stirring at room temperature for 10 minutes and then at 60° C. for 3.5 hours, DMF was removed by evaporation. The resulting residue was diluted with water (10 ml) and extracted with ethyl acetate, and the organic layer was washed with water and saturated brine and then dried on anhydrous sodium carbonate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by subjecting it to a silica gel column chromatography (methylene chloride:methanol=80:1-ethyl acetate) to obtain 128 mg (54.7%) of the title compound in the form of colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05728835
Quelldatensatzuspto-grants-1998_03
ORD IDord-1362f36b27ab4a15833b7044edb1e473
Quellennotizuspto-grants-1998_03