1,1'-Carbonyldiimidazole → 1-(1H-imidazol-1-yl)-2-methoxy-2-phenylethanone

HRID 1930698Notes

Reaction equation

HRID 1930698 reaction equation
N1([C:6]([N:8]2[CH:12]=[CH:11][N:10]=[CH:9]2)=[O:7])C=CN=C1.[CH3:13][O:14][CH:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)C(O)=O>ClCCl>[N:8]1([C:6](=[O:7])[CH:15]([O:14][CH3:13])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:12]=[CH:11][N:10]=[CH:9]1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 107202Methoxyphenylacetic acid

Product 1

HCID 593337381-(1H-imidazol-1-yl)-2-methoxy-2-phenylethanoneYield 82.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Di-(1H-imidazol-1-yl)methanone (1.073 g, 6.62 mmol) was added in small portions to a stirred solution of 2-methoxy-2-phenylacetic acid (1.047 g, 6.30 mmol) in dichloromethane (3 mL) at room temperature under argon. The reaction mixture was stirred at room temperature overnight. The mixture was washed twice with water, dried over MgSO4 and concentrated yielding 1-(1H-imidazol-1-yl)-2-methoxy-2-phenylethanone (1.118 g, 82%).

Workup

  1. washThe mixture was washed twice with water
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-fd57b5eaad5e44f98bdda077a733513b
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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