Reaction #55460

Reaction equation

Ethyl 2-(1-benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene

water

→

2-(1-benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene

Conditions

Workup

1. 1
   workup.ADDITIONThe reaction mixture is diluted with 50 ml
2. 2
   Washof water and is washed with ether
3. 3
   Extractionthe oil which separates is extracted into chloroform
4. 4
   WashThe extract is washed with water
5. 5
   Dryingdried over anhydrous sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Concentrationconcentrated in vacuo

Procedure

Ethyl 2-(1-benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene-5(and/or 3)-carboxylate (12.6 g., 0.037 mole) is dissolved in 20 ml. of water containing concentrated sulfuric acid (1.11 ml., 0.02 mole) and the solution is refluxed for 31/4 hours. The reaction mixture is diluted with 50 ml. of water and is washed with ether. The aqueous layer is made basic with sodium carbonate and the oil which separates is extracted into chloroform. The extract is washed with water, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The product 2-(1-benzyl-5-methyl-4-imidazolyl)-4-oxotetrahydrothiophene is isolated a brown gum (7.8 g.).

Source