반응 #58899

반응 방정식

4-fluoroaniline

ethyl formate

ethanol

Toluenesulfonylmethyl isocyanide

→

ethyl 1-(4-fluorophenyl)-1H-imidazole-5-carboxylate

수율 85.0%

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred for 2 hrs
2. 2
   온도with heating
3. 3
   온도under reflux
4. 4
   농축The reaction mixture was concentrated
5. 5
   workup.ADDITIONpoured into water
6. 6
   여과The precipitated solids were collected by filtration
7. 7
   세척washed with water
8. 8
   기타dried

실험 절차

A mixture of 4-fluoroaniline (11.1 g), ethyl formate (25.0 g) and ethanol (150 ml) was stirred at 65° C. for 2 hrs. Toluenesulfonylmethyl isocyanide (23.4 g) was added to the reaction mixture and the mixture was stirred for 2 hrs. with heating under reflux. The reaction mixture was concentrated and poured into water. The precipitated solids were collected by filtration, washed with water and dried to give ethyl 1-(4-fluorophenyl)-1H-imidazole-5-carboxylate (19.8 g, 85%). Recrystallization thereof from ethyl acetate-hexane gave pale-yellow prism crystals. melting point: 114-115° C.

출처