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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1515079Erstellt: 26. Oktober 2026

Triphenylphosphine → Ethyl 3-(4-{[3-(dimethylamino)benzyl]oxy}phenyl)-3-ethoxypropionate

https://huagongshe.com/reaction/1515079

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Eduktm-(Dimethylamino)benzyl alcoholHCID 90133—
EduktDiethylazodicarboxylate tolueneHCID 66777355—
EduktEthyl 3-ethoxy-3-(4-hydroxyphenyl)propionateHCID 67058135—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktEthyl 3-(4-{[3-(dimethylamino)benzyl]oxy}phenyl)-3-ethoxypropionateHCID 6705821176,3%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate (100 mg, 0.420 mmol) produced in Example 1 (1C) and [3-(dimethylamino)phenyl]methanol (95 mg, 0.630 mmol) were dissolved in tetrahydrofuran (10 mL), and triphenylphosphine (178 mg, 0.680 mmol) and a 40% diethyl azodicarboxylate toluene solution (309 μL, 0.680 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 4 hours. After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 95:5 (v/v)), whereby the objective title compound was obtained as a white solid (119 mg, yield: 76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08222281B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-8847c13e4fd44b428b90ae4a9f2499bd
Quellennotizuspto-grants-2012_07