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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 274177Erstellt: 23. Oktober 2026

Sodium hydride → (+)-2-{4-(1-Hexyloxyethyl)phenyl}-5-decyloxypyrimidine

https://huagongshe.com/de/reaction/274177

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktHexyl p-ToluenesulfonateHCID 220448—
Edukt2-(4-(1-Hydroxyethyl)phenyl)-5-decyloxypyrimidineHCID 21468280—
LösungsmittelWaterHCID 962—
Produkt(+)-2-{4-(1-Hexyloxyethyl)phenyl}-5-decyloxypyrimidineHCID 5440465882,1%

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

Into 20 ml of anhydrous dlmethylformamide were dissolved 1.78 g (5 millimole) of the (+)-2-{4-(1-hydroxyethyl)phenyl}-5-decyloxypyrimidine obtained in Preparation Example [starting material compound (VI)] 70, and then 0.24 g (6 millimole) of 60% sodium hydride was added thereto, followed by stirring at 40° C. for 1 hour. Subsequently, 1.79 g (7 millimole) of hexyl p-toluenesulfonate were added thereto, to subject to reaction at the same temperature for 2 hours. After completion of the reaction, the reaction mixture was poured into 200 ml of water, extracted with 200 ml of toluene, followed by separation thereof, and the organic phase was washed with water sufficiently, followed by drying over anhydrous magnesium sulfate. After the solvent was distilled off under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent; toluene: ethyl acetate) to obtain 1.81 g (yield: 82%) of (+)-2-{4-(1-hexyloxyethyl)phenyl}-5-decyloxypyrimidine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05389293
Quelldatensatzuspto-grants-1995_02
ORD IDord-b893edb234c34782b8663ea06395fd3f
Quellennotizuspto-grants-1995_02