Reacción #2025292

Ecuación de reacción

propionic chloride

hydrochloric acid

pyridine

(+)-2-{4-(1-hydroxyethyl)phenyl}-5-decyloxypyrimidine

→

(+)-2-{4-(1-Propanoyloxyethyl)phenyl}-5-decyloxypyrimidine

Rendimiento 97.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto subject to reaction at 30° to 40° C. for 2 hours
2. 2
   OtroAfter completion of the reaction
3. 3
   Extracciónextracted with 200 ml of toluene
4. 4
   Otrofollowed by separation
5. 5
   LavadoThe organic phase was washed with water, 5% aqueous sodium hydrogen carbonate solution and water in this order
6. 6
   SecadoAfter drying over anhydrous magnesium sulfate
7. 7
   Otrothe residue obtained
8. 8
   workup.DISTILLATIONby distilling the organic solvent off under reduced pressure
9. 9
   Otrowas purified by silica gel column chromatography (eluent; toluene:ethyl acetate)

Procedimiento

Into 20 ml of pyridine were dissolved 1.78 g (5 millimole) of the (+)-2-{4-(1-hydroxyethyl)phenyl}-5-decyloxypyrimidine obtained in the Preparation Example [starting material compound (VI)] 70, and then 0.56 g (6 millimole) of propionic chloride was added thereto, to subject to reaction at 30° to 40° C. for 2 hours. After completion of the reaction, the reaction mixture was poured into 200 ml of water, adjusted to pH 1 to 2 with 4N hydrochloric acid, and then extracted with 200 ml of toluene, followed by separation thereof. The organic phase was washed with water, 5% aqueous sodium hydrogen carbonate solution and water in this order. After drying over anhydrous magnesium sulfate, the residue obtained by distilling the organic solvent off under reduced pressure was purified by silica gel column chromatography (eluent; toluene:ethyl acetate) to obtain 2.00 g (yield: 97%) of (+)-2-{4-(1-Propanoyloxyethyl)phenyl}-5-decyloxypyrimidine.

Fuente