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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 325032Erstellt: 24. Oktober 2026

Triphenylphosphine → t-Butoxycarbonylamino-3-[2-(4-cyanophenyl)ethoxy]-2-methylbenzene

https://huagongshe.com/de/reaction/325032

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt4-(2-Hydroxyethyl)benzonitrileHCID 2800815—
EduktDiethyl azodicarboxylateHCID 5462977—
Edukt3-t-Butoxycarbonylamino-2-methylphenolHCID 22033487—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produktt-Butoxycarbonylamino-3-[2-(4-cyanophenyl)ethoxy]-2-methylbenzeneHCID 2203351777%

Reaktionsschritte

Triphenylphosphine (1.31 g, 13.5 mmol) and diethylazodicarboxylate (1.7 mL) were dissolved in THF (20 mL) under nitrogen. After 15 minutes 3-t-butoxycarbonylamino-2-methylphenol (2.48 g; 11.1 mmol; from step (i) above) dissolved in THF (20 mL) and 2-(4-cyanophenyl)ethanol (1.9 g, 13 mmol) were added. After 5 days at room temperature water was added and the stirring continued for 30 minutes. The mixture was extracted with EtOAc. The organic phase was washed with water and brine, dried (MgSO4) and the solvent removed in vacuo. Purification by flash chromatography afforded 2.98 g (77%) of the sub-title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06221898B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-7b47ae80fd18405c948537f60313a90d
Quellennotizuspto-grants-2001_04