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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2241829Erstellt: 26. Oktober 2026

Acetonitrile → 2-Chloro-4-(3-hydroxy-cyclohexyloxy)-benzonitrile

https://huagongshe.com/reaction/2241829

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
Edukt1,3-CyclohexanediolHCID 10433—
Edukt2-Chloro-4-fluorobenzonitrileHCID 109000—
EduktPotassium FluorideHCID 522689—
LösungsmittelDiethyl EtherHCID 3283—
Produkt2-Chloro-4-(3-hydroxy-cyclohexyloxy)-benzonitrileHCID 461815498,7%

Reaktionsschritte

1,3-Cyclohexanediol (116 mg, 1.0 mmole) was added to a flame dried round bottom flask under nitrogen. The flask was then charged with 5 mL of dry acetonitrile, 26 mg of potassium fluoride on alumina (0.1 mmol), and 4-fluoro-2-chloro-benzonitrile (155 mg, 1.0 mmole) and heated at reflux for 16 h. Diethyl ether (15 ml) was added to the reaction mixture, which was then extracted with water (2×), dried (MgSO4) and concentrated. Purification using a chromatotron, eluting with 10% EtOAc/hex (ethylacetate and hexane) provided 22 mg of the title compound. GC/MS: 251 (M/Z for C13H14ClNO2).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07670613B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-972f32d772e04892a3b0f04e40a8b053
Quellennotizuspto-grants-2010_03