반응 #409492

반응 방정식

4-(4-benzyloxyphenyl)butyl methane sulfonate

imidazole

potassium carbonate

N,N-dimethylformamide

→

1-[4-(4-benzyloxyphenyl)butyl]imidazole

수율 61.1%

용매

water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The ethyl acetate layer was washed with water
3. 3
   건조dried (MgSO4)
4. 4
   농축concentrated under reduced pressure
5. 5
   세척From the fraction eluted with ethyl acetate-methanol (20:1

실험 절차

A mixture of 4-(4-benzyloxyphenyl)butyl methane sulfonate (25.0 g), imidazole (11.2 g), potassium carbonate (15.5 g) and N,N-dimethylformamide (200 ml) was stirred for 16 hours at 80° C. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography. From the fraction eluted with ethyl acetate-methanol (20:1, v/v), 1-[4-(4-benzyloxyphenyl)butyl]imidazole (14.0 g, 61%) was obtained. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 97-98° C.

출처