반응 #2025292

반응 방정식

propionic chloride

hydrochloric acid

pyridine

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

→

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

수율 97.0%

용매

water

반응 조건

후처리

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

실험 절차

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.

출처