反応 #336544

反応方程式

1-chloromethylbenzimidazole hydrochloride

p-phenoxyphenol

sodium hydride

hydrogen

→

1-[(p-phenoxyphenoxy)-methyl]-benzimidazole

収率 49.8%

溶媒

dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   その他At room temperature
2. 2
   その他(about 20° C.)
3. 3
   濃縮After concentration under reduced pressure
4. 4
   洗浄washed three times with water and three times with 5% strength aqueous sodium hydroxide solution
5. 5
   乾燥The combined organic phases are dried over sodium sulfate
6. 6
   濃縮concentrated
7. 7
   その他The residue is recrystallized from diethyl ether

実験手順

At room temperature (about 20° C.) and under a nitrogen blanket, 13.95 g of p-phenoxyphenol in 100 ml of anhydrous dimethylformamide is dripped into 6.75 g of 80% strength sodium hydride in 50 ml of anhydrous dimethylformamide. Upon completion of hydrogen evolution, the mixture is stirred for 4 hours at 60° C. At 10° C., 15.22 g of 1-chloromethylbenzimidazole hydrochloride is then added. The mixture is stirred for 8 hours at 120° C. After concentration under reduced pressure, the residue is taken up in ethyl acetate, and washed three times with water and three times with 5% strength aqueous sodium hydroxide solution. The combined organic phases are dried over sodium sulfate and concentrated. The residue is recrystallized from diethyl ether. There is obtained 11.8 g of 1-[(p-phenoxyphenoxy)-methyl]-benzimidazole of m.p. 112° C.

出典