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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2272593Erstellt: 26. Oktober 2026

Water → 5-(3-chloro-4-cyanophenoxy)-N-(9-ethyl-9H-carbazol-3-yl)-3-hydroxy-3-methylpentanamide

https://huagongshe.com/reaction/2272593

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt2-Chloro-4-fluorobenzonitrileHCID 109000—
EduktPotassium tert-butoxideHCID 23665647—
EduktN-(9-ethyl-9H-carbazol-3-yl)-3,5-dihydroxy-3-methylpentanamideHCID 86729751—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(3-chloro-4-cyanophenoxy)-N-(9-ethyl-9H-carbazol-3-yl)-3-hydroxy-3-methylpentanamideHCID 8672975248,6%

Reaktionsschritte

To a solution of the compound obtained in Step 1 (348 mg, 1.02 mmol) and 2-chloro-4-fluorobenzonitrile (159 mg, 1.02 mmol) in THF (10 mL) was added potassium t-butoxide (287 mg, 2.56 mmol), and the mixture was stirred at room temperature for 14 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane) to give the title compound (236 mg, 0.496 mmol, 48.5%) as a white powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09120776B2
Quelldatensatzuspto-grants-2015_09
ORD IDord-26ee037a40c04e91beb60a3cfdc1ab90
Quellennotizuspto-grants-2015_09