تفاعل #80599

معادلة التفاعل

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

p-toluenesulfonic acid monohydrate

→

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

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis heated
2. 2
   درجة الحرارةto reflux for 48 hours
3. 3
   درجة الحرارةThe reaction mixture is cooled
4. 4
   أخرىthe solvent removed under reduced pressure
5. 5
   workup.DISSOLUTIONThe crude residue is redissolved in methylene chloride
6. 6
   غسيلwashed with water, aqueous sodium bicarbonate and brine
7. 7
   أخرىAfter drying
8. 8
   ترشيح(Na2SO4), filtration and concentration in vacuo
9. 9
   أخرىthe crude mixture is chromatographed on silica gel

الإجراء التجريبي

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.

المصدر