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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1777361Erstellt: 25. Oktober 2026

Water → 5-(3-Chloro-4-isobutylphenyl)-3-(4-chloromethylphenyl)-[1,2,4]-oxadiazole

https://huagongshe.com/reaction/1777361

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethylformamideHCID 6228—
EduktThionyl ChlorideHCID 24386—
Edukt(4-(5-(3-Chloro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl)phenyl)methanolHCID 70869326—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-(3-Chloro-4-isobutylphenyl)-3-(4-chloromethylphenyl)-[1,2,4]-oxadiazoleHCID 86715143—

Reaktionsbedingungen

Temperatur42.5 °C

Reaktionsschritte

Thionyl chloride (3.1 mL, 0.043 mol) and N,N-dimethylformamide (0.2 mL) are added to a stirred solution of {4-[5-(3-chloro-4-isobutylphenyl)-[1,2,4]-oxadiazol-3-yl]-phenyl}methanol (4.9 g, 0.0143 mol) in dichloromethane (30 mL) at 0° C. The reaction mixture is heated at 40-45° C. and is stirred at this temperature for 30 minutes. It is then cooled to 0-5° C. temperature, treated with demineralized water (3 mL) and neutralized with caustic lye to adjust the pH to 8-9. Finally it is extracted with dichloromethane (2×20 mL) and the combined extract is dried over sodium sulfate. Removal of solvent under reduced pressure gives 5-(3-chloro-4-isobutylphenyl)-3-(4-chloromethylphenyl)-[1,2,4]-oxadiazole.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09266867B2
Quelldatensatzuspto-grants-2016_02
ORD IDord-ac06aa25c4f0488bac528b950799bc83
Quellennotizuspto-grants-2016_02