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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83422Erstellt: 24. Oktober 2026

Triethylamine → Ethyl 3-(4-fluorophenyl)-1,2-oxazole-4-carboxylate

https://huagongshe.com/de/reaction/83422

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktEthyl 3-(N,N-dimethylamino)acrylateHCID 121015—
Edukt4-Fluoro-N-hydroxybenzimidoyl chlorideHCID 5706360—
LösungsmittelDiethyl EtherHCID 3283—
ProduktEthyl 3-(4-fluorophenyl)-1,2-oxazole-4-carboxylateHCID 74317988,6%

Reaktionsschritte

To a solution of (E)- and/or (Z)—N-hydroxy-4-fluoro-benzenecarboximidoyl chloride (50 g, 241 mmol) in diethylether (1 L) was added a solution of ethyl 3-(N,N-dimethylamino)acrylate (87 mL, 601 mmol) and triethylamine (49 mL, 349 mmol) in diethylether (1 L). The resulting mixture was then stirred for 14 h at room temperature and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 4:1) afforded the title product (50.2 g, 88%) which was obtained as a light yellow solid. MS: m/e=236.1 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846719B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-103f0cfa3932480c81511529aaa98b2d
Quellennotizuspto-grants-2014_09