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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1791853Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1791853

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
PatentnummerUS07074820B2
Quelldatensatzuspto-grants-2006_07
ORD IDord-6be99bc338074bd19cfef980b50197e0
Quellennotizuspto-grants-2006_07