反応 #336539

反応方程式

N-(1-chloromethyl)-4,5-dichloroimidazole

sodium hydride

4-phenoxyphenol

hydrogen

→

N-[(p-phenoxyphenoxy)-methyl]-4,5-dichloroimidazole

溶媒

dimethylformamide

water

dimethylformamide

反応条件

後処理

1. 1
   その他(about 1 hour)
2. 2
   抽出followed by extraction three times with methyl tert-butyl ether
3. 3
   洗浄The combined organic phases are washed three times with water
4. 4
   乾燥dried over sodium sulfate
5. 5
   その他The solid residue is recrystallized from n-pentane/ether (6:1)

実験手順

9.3 g of 4-phenoxyphenol is dissolved in 60 ml of anhydrous dimethylformamide. 1.58 g of 80% strength sodium hydride is added, and the mixture is heated at 60° C. until no more hydrogen evolves (about 1 hour). A solution of 9.28 g of N-(1-chloromethyl)-4,5-dichloroimidazole in 30 ml of dimethylformamide is then dripped in. The mixture is stirred overnight at room temperature, after which it is poured into 500 ml of water, followed by extraction three times with methyl tert-butyl ether. The combined organic phases are washed three times with water, dried over sodium sulfate, and freed from solvent under reduced pressure. The solid residue is recrystallized from n-pentane/ether (6:1) to give N-[(p-phenoxyphenoxy)-methyl]-4,5-dichloroimidazole, m.p.: 82°-83° C.

出典