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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 229859Erstellt: 25. Oktober 2026

Methyl acetoacetate → 3-Oxo-2-[2-oxo-2-(2-trifluoromethoxy-phenyl)-ethyl]-butyric acid methyl ester

https://huagongshe.com/reaction/229859

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl acetoacetateHCID 7757—
Edukt2-(Trifluoromethoxy)phenacyl bromideHCID 2778684—
EduktSodium MethoxideHCID 10942334—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Oxo-2-[2-oxo-2-(2-trifluoromethoxy-phenyl)-ethyl]-butyric acid methyl esterHCID 6902122971,6%

Reaktionsschritte

To a solution of 2.6 g of 3-oxo-butyric acid methyl ester in THF (50 ml) and 4.6 ml of a solution of sodium methoxide (5.4 M in methanol) was added over 15 minutes a solution of 6.7 g of 2-bromo-1-[2-(trifluoromethoxy)phenyl]-ethanone in 30 ml of THF. The reaction mixture was allowed to stir at room temperature for 17 hours. The solvent was removed, the residue was diluted in diethyl ether and washed several times with water. The organic phase was dried with sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel; heptane/ethyl acetate) to give 5.1 g of the title compound. MS (EI) 319.1 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07563910B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-11cff4c3eb7340818ece68846ae3caec
Quellennotizuspto-grants-2009_07