Reaktion #336539

Reaktionsgleichung

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

sodium hydride

4-phenoxyphenol

hydrogen

→

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

Lösungsmittel

dimethylformamide

water

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige(about 1 hour)
2. 2
   Extraktionfollowed by extraction three times with methyl tert-butyl ether
3. 3
   WaschenThe combined organic phases are washed three times with water
4. 4
   Trocknendried over sodium sulfate
5. 5
   SonstigeThe solid residue is recrystallized from n-pentane/ether (6:1)

Vorschrift

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.

Quelle