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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1859226Erstellt: 25. Oktober 2026

Toluene → Azoxystrobin

https://huagongshe.com/reaction/1859226

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
Edukt2-HydroxybenzonitrileHCID 11907—
EduktPotassium HydroxideHCID 14797—
EduktMethyl (2E)-2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoateHCID 11782200—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelWaterHCID 962—
ProduktAzoxystrobinHCID 303428572,6%

Reaktionsbedingungen

Temperatur97.5 °C

Reaktionsschritte

To a solution of potassium hydroxide (12.0 g) in water (10 g) was added, with stirring, 2-cyanophenol (13.2 g). The resulting solution was added, over 5 minutes, to (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (32.8 g) at 95° C. and the temperature was maintained at 95-100° C. during the addition. Tetrabutylammonium bromide (1.5 g) was then added and the resulting mixture stirred for 20 hours at 95-100° C. The reaction mixture was mixed with water and toluene and the organic layer separated. The toluene solution contained (E)-methyl 2-[2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (72.6% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06153750
Quelldatensatzuspto-grants-2000_11
ORD IDord-4fb607da5dfd48be86411394b2791740
Quellennotizuspto-grants-2000_11