反応 #80599

反応方程式

1-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1H-imidazole

p-toluenesulfonic acid monohydrate

→

1-[4-(methylsulfonyl)phenyl]-1H-imidazole

溶媒

toluene

反応条件

後処理

1. 1
   温度is heated
2. 2
   温度to reflux for 48 hours
3. 3
   温度The reaction mixture is cooled
4. 4
   その他the solvent removed under reduced pressure
5. 5
   workup.DISSOLUTIONThe crude residue is redissolved in methylene chloride
6. 6
   洗浄washed with water, aqueous sodium bicarbonate and brine
7. 7
   その他After drying
8. 8
   ろ過(Na2SO4), filtration and concentration in vacuo
9. 9
   その他the crude mixture is chromatographed on silica gel

実験手順

A mixture of 2-(4-chlorophenyl)-4-hydroxy-4-[methoxy)methyl]-1-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1H-imidazole from Step 2 (1 mmol) and p-toluenesulfonic acid monohydrate (100 mg) in toluene (70 mL) is heated to reflux for 48 hours. The reaction mixture is cooled and the solvent removed under reduced pressure. The crude residue is redissolved in methylene chloride and washed with water, aqueous sodium bicarbonate and brine. After drying (Na2SO4), filtration and concentration in vacuo, the crude mixture is chromatographed on silica gel using hexane/ethyl acetate to give 2-(4-chlorophenyl)-4methoxy)methyl]-1-[4-(methylsulfonyl)phenyl]-1H-imidazole.

出典