反応 #80607

反応方程式

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

溶媒

isopropanol

反応条件

後処理

1. 1
   workup.ADDITIONis added
2. 2
   温度After heating the reaction mixture at 70°-75° C. for 20 hours
3. 3
   その他the solvent is removed
4. 4
   workup.DISSOLUTIONThe residue is redissolved in methylene chloride
5. 5
   洗浄washed with water
6. 6
   乾燥dried over sodium sulfate
7. 7
   ろ過filtered
8. 8
   濃縮concentrated in vacuo
9. 9
   その他The crude mixture is chromatographed (silica gel, toluene/ethyl acetate, 7/3)

実験手順

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.

出典