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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 248912Erstellt: 25. Oktober 2026

Water → 5-[4-(Sec-butyloxy)-phenoxymethyl]-3-cyclopropyl-1,2,4-oxadiazole

https://huagongshe.com/reaction/248912

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt4-(1-Methyl-1-propyloxy)-phenolHCID 13882004—
Edukt5-(Chloromethyl)-3-cyclopropyl-1,2,4-oxadiazoleHCID 15924311—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-[4-(Sec-butyloxy)-phenoxymethyl]-3-cyclopropyl-1,2,4-oxadiazoleHCID 1465010877,2%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

5 g of 4-(sec-butyloxy)-phenol and 6.2 g of potassium carbonate are stirred in 50 ml of anhydrous dimethylformamide for 1 hour at 80° C. Subsequently, 4.8 g of 5-chloromethyl-3-cyclopropyl-1,2,4-oxadiazole in 20 ml anhydrous dimethylformamide is dripped in and the mixture stirred for 8 hours at 80° C. and overnight at room temperature (about 20° C.). The mixture is then poured into 100 ml of water and extracted three times with ethyl acetate, and the organic phases are dried over magnesium sulfate. The solvent is evaporated off and the crude product is purified by chromatography on silica gel using n-hexane/ethyl acetate (4:1) as eluant. There is obtained 6.7 g of 5-[4-(sec-butyloxy)-phenoxymethyl]-3-cyclopropyl-1,2,4-oxadiazole as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05212194
Quelldatensatzuspto-grants-1993_05
ORD IDord-6c4554b518194180b5147f434444aeaa
Quellennotizuspto-grants-1993_05