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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1446391Erstellt: 27. Oktober 2026

Ethyl Acetate → 4-(4-Chlorophenyl)-3-cyano-3-phenyl-2-butanone

https://huagongshe.com/reaction/1446391

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktCesium carbonateHCID 10796—
EduktAlpha-phenylacetoacetonitrileHCID 20547—
Edukt1-(Bromomethyl)-4-chlorobenzeneHCID 69329—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-(4-Chlorophenyl)-3-cyano-3-phenyl-2-butanoneHCID 66430925—

Reaktionsschritte

To a solution of (α-acetylphenylacetonitrile (1.0 g, 6.3 mmol) in acetonitrile (25 mL) was added 4-chlorobenzyl bromide (1.3 g, 6.3 mmol) and cesium carbonate (8.2 g, 25 mmol). After stirring at room temperature for 2 h, the reaction mixture was poured into ethyl acetate (100 mL) and water (100 mL). The organic layer was separated, washed with brine, dried over magnesium sulfate, filtered, and concentrated to dryness, and the residue was purified on a silica gel column eluting with 1 to 5% ethyl acetate in hexane to give the title compound. 1H NMR (400 MHz, CD3OD): δ 7.5-6.9 (m, 9H), 3.56 (d, 1H), 3.37 (d, 1H), 2.22 (s, 3H). LC-MS: m/e 306 (M+Na)+ (3.0 min).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07667053B2
Quelldatensatzuspto-grants-2010_02
ORD IDord-33c6131da26f4fbc9f661cdf55d6403d
Quellennotizuspto-grants-2010_02