تفاعل #361361

معادلة التفاعل

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

dodecanic acid

N,N'-dicyclohexylcarbodiimide

4-pyrrolidinopyridine

→

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

المردود 94.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter completion of the reaction
2. 2
   ترشيحthe precipitates were filtered off
3. 3
   workup.ADDITION200 ml of toluene were added
4. 4
   غسيلby washing with water, 5% acetic acid, water, 5% aqueous sodium hydrogen carbonate solution and water in this order
5. 5
   تجفيفAfter the organic phase was dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   أخرىThe resulting residue was purified by silica gel column chromatography (eluent; toluene:ethyl acetate)

الإجراء التجريبي

Into 20 ml of dichloromethane were dissolved 1.78 g (5 millimoles) of the (+)-2-{4-(1-hydroxyethyl)phenyl}-5-decyloxypyrimidine obtained in Preparation Example [starting material compound (VI)]70 and 1.2 g (6 millimoles) of dodecanic acid, and then 1.4 g of N,N'-dicyclohexylcarbodiimide and 0.1 g of 4-pyrrolidinopyridine were added thereto, followed by stirring at room temperature for 24 hours. After completion of the reaction, the precipitates were filtered off and 200 ml of toluene were added thereto, followed by washing with water, 5% acetic acid, water, 5% aqueous sodium hydrogen carbonate solution and water in this order. After the organic phase was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; toluene:ethyl acetate) to obtain 2.53 g (yield: 94%) of (+)-2-{4-(1-dodecanoyloxyethyl)phenyl}-5-decyloxypyrimidine. The physical values are shown in Table-1.

المصدر