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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 434033Erstellt: 24. Oktober 2026

Triethylamine → 4-Methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole

https://huagongshe.com/de/reaction/434033

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPhenylpropynoic acid methyl esterHCID 138378—
Edukt2-chloro-6-fluoro-N-hydroxybenzimidoyl chlorideHCID 71367044—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
Produkt4-Methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazoleHCID 1875628292,2%

Reaktionsschritte

To a solution of 2-chloro-6-fluorobenzoylchloride oxime (1.04 g, 5.00 mmol) and methyl-3-phenyl-2-propynoate (1.20 g, 7.50 mmol) in Et2O (25 ml) at 0° C. under nitrogen was added a solution of triethyl amine (0.834 ml, 6.00 mmol) in Et2O (3 ml) over 1 h. The reaction was allowed to warm to room temperature overnight (17 h). The mixture was diluted with Et2O and H2O, the layers separated, and the organic fraction was dried (MgSO4). Column chromatography (silica gel, hexane/Et2O gradient) gave the title compound (1.53 g, 92%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06670373B1
Quelldatensatzuspto-grants-2003_12
ORD IDord-438d114149954189898f47939d083395
Quellennotizuspto-grants-2003_12