반응 #65497

반응 방정식

sodium hydride

tert-butyl 2-(4-bromomethylphenyl)-2-cyclopentyl-acetate

2-butyl-5-formyl-4-chloroimidazole

→

Tert-butyl 2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentyl-acetate

용매

DMF

DMF

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITis continued for 2 hours at 0° C.
3. 3
   기타the solvent is evaporated
4. 4
   여과the mixture is filtered
5. 5
   농축the product is concentrated
6. 6
   기타chromatographed over silica gel 60 using dichloromethane

실험 절차

1.6 g (0.053 mol) of sodium hydride (80%) are suspended under protective gas in 50 ml of DMF, 10 g (0.053 mol) of 2-butyl-5-formyl-4-chloroimidazole (preparation as described in EP 324,377) in 100 ml of DMF are added dropwise at 0° C., the mixture is subsequently stirred for 15 minutes at 0° C., and 18.9 g (0.053 mol) of tert-butyl 2-(4-bromomethylphenyl)-2-cyclopentyl-acetate in 100 ml of DMF are added dropwise. Stirring is continued for 2 hours at 0° C., the solvent is evaporated, the residue is taken up in diethyl ether, the mixture is filtered, and the product is concentrated and then chromatographed over silica gel 60 using dichloromethane. Yield: 16.2 g (66.7% of theory)

출처