반응 #80607

반응 방정식

3-chloro-4-methoxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide

sodium bicarbonate

3-bromo-1,1,1-trifluoroacetone

→

2-(3-chloro-4-methoxyphenyl)-4-hydroxy-1-[4-(methylsulfonyl)phenyl]-4-trifluoromethyl-4,5-dihydro-1H-imidazole

용매

isopropanol

반응 조건

후처리

1. 1
   workup.ADDITIONis added
2. 2
   온도After heating the reaction mixture at 70°-75° C. for 20 hours
3. 3
   기타the solvent is removed
4. 4
   workup.DISSOLUTIONThe residue is redissolved in methylene chloride
5. 5
   세척washed with water
6. 6
   건조dried over sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo
9. 9
   기타The crude mixture is chromatographed (silica gel, toluene/ethyl acetate, 7/3)

실험 절차

To a mixture of 3-chloro-4-methoxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide (10 mmol) and sodium bicarbonate (20 mmol) in isopropanol (100 mL), 3-bromo-1,1,1-trifluoroacetone (20 mmol) is added. After heating the reaction mixture at 70°-75° C. for 20 hours, the solvent is removed. The residue is redissolved in methylene chloride and washed with water. The organic fractions are combined, dried over sodium sulfate, filtered and concentrated in vacuo. The crude mixture is chromatographed (silica gel, toluene/ethyl acetate, 7/3) to give 2-(3-chloro-4-methoxyphenyl)-4-hydroxy-1-[4-(methylsulfonyl)phenyl]-4-trifluoromethyl-4,5-dihydro-1H-imidazole.

출처