تفاعل #2025292

معادلة التفاعل

propionic chloride

hydrochloric acid

pyridine

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

→

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

المردود 97.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   أخرىto subject to reaction at 30° to 40° C. 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, 5% aqueous sodium hydrogen carbonate solution and water in this order
6. 6
   تجفيفAfter drying over anhydrous magnesium sulfate
7. 7
   أخرىthe residue obtained
8. 8
   workup.DISTILLATIONby distilling the organic solvent off under reduced pressure
9. 9
   أخرىwas purified by silica gel column chromatography (eluent; toluene:ethyl acetate)

الإجراء التجريبي

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.

المصدر