تفاعل #2025291

معادلة التفاعل

sodium hydride

hexyl p-toluenesulfonate

dimethylformamide

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

→

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

المردود 82.1%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   أخرىto subject to reaction at the same temperature for 2 hours
2. 2
   أخرىAfter completion of the reaction
3. 3
   استخلاصextracted with 200 ml of toluene
4. 4
   أخرىfollowed by separation
5. 5
   غسيلthe organic phase was washed with water sufficiently
6. 6
   تجفيفby drying over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONAfter the solvent was distilled off under reduced pressure
8. 8
   أخرىthe resulting residue was purified by silica gel column chromatography (eluent; toluene:ethyl acetate)

الإجراء التجريبي

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.

المصدر