Reaction #1256

Reaction equation

sodium borohydride

2-(4-acetylphenyl)-5-decyloxypyrimidine

ethanol

chloroform

→

2-(4-(1-hydroxyethyl) phenyl)-5-decyloxypyrimidine

Yield 100.3%

Solvents

water

Conditions

Workup

1. 1
   Otherequipped with a stirrer
2. 2
   OtherThe resulting reaction mixture
3. 3
   Extractionfollowed by extraction and liquid separation
4. 4
   Washthe obtained chloroform layer was washed with water
5. 5
   Dryingdried over anhydrous magnesium sulfate
6. 6
   Concentrationconcentrated under reduced pressure

Procedure

35.5 g (0.1 mo1) of 2-(4-acetylphenyl)-5-decyloxypyrimidine, 300 ml of ethanol and 300 ml of chloroform were supplied into a four-necked flask equipped with a stirrer and a thermometer. Then 2.8 g (0.075 mol) of sodium borohydride was added at 30°-40° C. and the mixture was stirred at the same temperature for 4 hours. The resulting reaction mixture was poured into 500 ml of water, followed by extraction and liquid separation, and the obtained chloroform layer was washed with water, then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 35.8 g of 2-(4-(1-hydroxyethyl) phenyl)-5-decyloxypyrimidine (II-c-11) (yield: 100%).

Source