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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1938109Erstellt: 27. Oktober 2026

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

https://huagongshe.com/reaction/1938109

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
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 dimethylformamide 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
PatentnummerUS05693251
Quelldatensatzuspto-grants-1997_12
ORD IDord-26fb137cf1d54cb282a2696069570b59
Quellennotizuspto-grants-1997_12