Reaction #2161248

Reaction equation

ammonium formate

ethyl 1-benzyl-1H-imidazole-2-carboxylate

ammonium formate

→

Ethyl imidazole-2-carboxylate

Solvents

ethanol

Conditions

Workup

1. 1
   TemperatureThe reaction mixture is heated
2. 2
   Temperatureunder reflux for about 6 h
3. 3
   TemperatureAfter cooling
4. 4
   Filtrationthe catalyst is filtered off
5. 5
   Concentrationthe filtrate is concentrated in vacuo
6. 6
   OtherThe product that crystallizes out during this operation
7. 7
   Otheris triturated with 80 ml of ice-water
8. 8
   Filtrationcollected by suction filtration

Procedure

34.7 g (150.9 mmol) of ethyl 1-benzyl-1H-imidazole-2-carboxylate are dissolved in 1005 ml of ethanol, and 34 g of ammonium formate are added. The reaction mixture is heated under reflux for about 6 h. A total of 8 g of 10% palladium-on-carbon and 18 g of ammonium formate are thereby added in small portions. After cooling, the catalyst is filtered off and the filtrate is concentrated in vacuo. The product that crystallizes out during this operation is triturated with 80 ml of ice-water and collected by suction filtration.

Source