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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 859368Erstellt: 26. Oktober 2026

Trifluoroacetic acid → 3-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile

https://huagongshe.com/reaction/859368

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
Edukt3-Cyanobenzoyl chlorideHCID 308483—
Edukt2,2-Bis(trimethylsilyl)propanedioateHCID 22224580—
EduktButyllithiumHCID 178418339—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelIsopropenyl acetateHCID 7916—
Produkt3-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 11736337—
Produkt3-(3-Cyano-phenyl)-3-oxo-propionic acidHCID 22224560—

Reaktionsschritte

The 3-(3-cyano-phenyl)-3-oxo-propionic acid was prepared from 3-cyanobenzoyl chloride (828 mg, 5 mmol) and bis(trimethylsilyl)malonate (2.56 mL, 10 mmol) with n-BuLi (1.6M in hexane, 6.25 mL) in ether at −60° C. to 0° C. according to general procedure H (method c2). The crude material (1.04 g) was transformed into the title compound by stirring in isopropenyl acetate and TFA according to general procedure J (method a). Obtained as a light yellow solid (0.8 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07151098B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-6bb19336f5d24d2b93e1d1e4aa7c53af
Quellennotizuspto-grants-2006_12