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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 82312Erstellt: 25. Oktober 2026

3-Cyanophenol → Ethyl[4-(3-Hydroxyphenyl)-1H-1,2,3-triazol-1-yl]acetate

https://huagongshe.com/reaction/82312

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-CyanophenolHCID 13394—
EduktAcetic acid, azido-, ethyl esterHCID 69480—
EduktSodium AscorbateHCID 23667548—
KatalysatorCopper SulfateHCID 24462—
LösungsmittelWaterHCID 962—
Lösungsmitteltert-ButanolHCID 6386—
ProduktEthyl[4-(3-Hydroxyphenyl)-1H-1,2,3-triazol-1-yl]acetateHCID 70847799—

Reaktionsschritte

Ethyl azidoacetate (14.9 g, 115 mmol) was dissolved in tert-butanol (200 mL), and 95% 3-hydroxybenzonitrile (13.7 g, 110 mmol) was added. A solution of sodium ascorbate (2.18 g, 11 mmol) in water (100 mL) was added, followed by a 0.3 M solution of copper sulfate under argon. The mixture was stirred at room temperature for 12 hours. The solution was evaporated to dryness in vacuo, the residue was dissolved in EtOAc (100 mL), dried (MgSO4), filtered, evaporated in vacuo to give the title compound as brown crystals in ˜100% (27.7 g) yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846698B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-6ebff5c06872415e8a04b5610978f174
Quellennotizuspto-grants-2014_09