Imidazole → ethyl 2-(1H-imidazol-1-yl)acetate

HRID 1934811Notes

Reaction equation

HRID 1934811 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.Br[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9]>CN(C)C=O>[CH2:11]([O:10][C:8](=[O:9])[CH2:7][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)[CH3:12]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 7748Ethyl bromoacetate

Product 1

HCID 3798501ethyl 2-(1H-imidazol-1-yl)acetateYield 17%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.0 g (73.4 mmol) of imidazole and 3.36 ml(29.4 mmol) of ethyl bromoacetate were dissolved in 50 ml of dimethylformamide and stirred for 4 hours. Dimethylformamide was removed in vacuo. Then, 100 ml of ethyl acetate was added to the residue and it was washed with saturated sodium chloride solution. Removal of the organic solvent under reduced pressure provided 0.77 g(Yield: 17%) of the title compound.

Workup

  1. customDimethylformamide was removed in vacuo
  2. additionThen, 100 ml of ethyl acetate was added to the residue and it
  3. washwas washed with saturated sodium chloride solution
  4. customRemoval of the organic solvent under reduced pressure

Sources & evidence

ORD record
ord-64b164d4473d4a6093cb00b998c6f4c0
Source dataset
uspto-grants-2002_05
Patent number
US06384061B1

Reaction notes

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