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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 584381Erstellt: 25. Oktober 2026

Water → 5-(Chloromethyl)-3-phenylisoxazole

https://huagongshe.com/reaction/584381

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktThionyl ChlorideHCID 24386—
Edukt(3-Phenyl-5-isoxazolyl)methanolHCID 2763417—
LösungsmittelTolueneHCID 1140—
Produkt5-(Chloromethyl)-3-phenylisoxazoleHCID 276405786%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Thionyl chloride (2.41 ml) was added to a solution of (3-phenyl-5-isoxazolyl)methanol (2.89 g) in toluene (10 ml) and stirred at 60° C. for 1 hour. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The remaining crystals were recrystallized from ethyl acetate-hexane to obtain 5-(chloromethyl)-3-phenylisoxazole (2.75 g, yield 86%) as pale-brown crystals. m.p. 69-70° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06924300B2
Quelldatensatzuspto-grants-2005_08
ORD IDord-6523581ca57d4b68abe10e5200d27ff0
Quellennotizuspto-grants-2005_08