反応 #2025292

反応方程式

propionic chloride

hydrochloric acid

pyridine

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

→

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

収率 97.0%

溶媒

water

反応条件

後処理

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

実験手順

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.

出典