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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 339719Erstellt: 24. Oktober 2026

Phenacyl bromide → Ethyl 2-acetyl-4-oxo-4-phenylbutanoate

https://huagongshe.com/de/reaction/339719

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenacyl bromideHCID 6259—
EduktEthyl AcetoacetateHCID 8868—
EduktSodium hydrideHCID 24758—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktEthyl 2-acetyl-4-oxo-4-phenylbutanoateHCID 31289399,6%

Reaktionsschritte

To a solution of ethyl acetoacetate (10 g, 76.8 mmol) in tetrahydrofuran (50 ml) at 0° C. was added sodium hydride (4 g, 60% in mineral oil, 100 mmol) portionly. The reaction mixture was stirred for minutes, and 2-bromoacetophenone (16.8 g, 84.5 mmol) in tetrahydrofuran (20 ml) was added dropwisely. After warming the mixture to room temperature, it was stirred for 4 hours. The resulting solution was quenched with water and normal work-up accomplished with diethyl ether. The organic layer was dried with MgSO4, and purified by silica gel column chromatography (EtOAc:Hx=1:5) to produce desired compound (19 g, 98%) as light yellow color oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895558B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-8412866a79de47c7b3611c0634a6a7f6
Quellennotizuspto-grants-2014_11