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Potassium Carbonate → (2-Methyl-imidazol-1-yl)-acetic acid methyl ester

HRID 18689
Notes
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Reaction equation

HRID 18689 reaction equation
[CH3:1][O:2][C:3](=[O:6])[CH2:4]Br.[CH3:7][C:8]1[NH:9][CH:10]=[CH:11][N:12]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:6])[CH2:4][N:9]1[CH:10]=[CH:11][N:12]=[C:8]1[CH3:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 127492-MethylimidazoleHCID 60984Methyl bromoacetate

Product 1

HCID 28940036(2-Methyl-imidazol-1-yl)-acetic acid methyl esterYield 47%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4 ml of bromo acetic acid methyl ester is dissolved in 30 ml DMF and 5.2 g of 2-methylimidazole and 11.2 g potassium carbonate are added. The reaction mixture is stirred at room temperature for several hours and then subjected to aqueous work up. After removal of the solvent the pure product is obtained by flash chromatography in 47 to 78% yield.

Workup

  1. customAfter removal of the solvent the pure product
  2. customis obtained by flash chromatography in 47 to 78% yield

Sources & evidence

ORD record
ord-0bedc00b6d0b4bcbacdd64180013cb6f
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07741488B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes