Ethyl bromoacetate → HCID 61345551, compound

HRID 1786187Notes

Reaction equation

HRID 1786187 reaction equation
[CH2:1]([C:3]1[NH:4][CH:5]=[CH:6][N:7]=1)[CH3:2].Br[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:13]([O:12][C:10](=[O:11])[CH2:9][N:4]1[CH:5]=[CH:6][N:7]=[C:3]1[CH2:1][CH3:2])[CH3:14]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 661302-Ethylimidazole

Product 1

HCID 61345551HCID 61345551, compoundYield 30.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Ethyl-imidazole (10.0 g, 104 mmol) was dissolved in acetone (80 mL) and then ethyl bromoacetate (17.4 g, 104 mmol) and potassium carbonate (2.6 g, 18.7 mmol) was added and the resulting mixture was heated under reflux for 12 h. After filtration and evaporation the residue was extracted with water and dichloromethane. The organic phase was dried over sodium sulfate and evaporated to afford the title compound as a light yellow solid (5.76 g, 30%). MS: m/e=183.1 [M+H]+.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 12 h
  3. filtrationAfter filtration and evaporation the residue
  4. extractionwas extracted with water and dichloromethane
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-d595f510ea5c44a6b4f39160500eb79e
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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