Imidazole → HCID 14424021, compound

HRID 620133Notes

Reaction equation

HRID 620133 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[CH3:6][C:7]([CH3:22])([CH2:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][C:17](F)=[CH:16][CH:15]=1)[C:8]([O:10][CH3:11])=[O:9].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:6][C:7]([CH3:22])([CH2:12][C:13](=[O:21])[C:14]1[CH:15]=[CH:16][C:17]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:18][CH:19]=1)[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 14424020HCID 14424020, compound

Product 1

HCID 14424021HCID 14424021, compoundYield 62.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Imidazole (0.70 g, 0.013 mol) and methyl α,α-dimethyl-4-fluoro-γ-oxobenzene butanoate (2.85 g, 0.012 mol) are dissolved in dimethyl sulfoxide (12.0 ml) in which freshly pulverized potassium carbonate (5.80 g, 0.042 mol) is suspended. The resulting mixture is stirred and heated at 100°-110° for 12 hours. The mixture is then cooled to room temperature and poured into 100 ml of ice water and stirred for ten minutes. The solid is filtered to give 2.14 g of methyl α,α-dimethyl-4-(1H-imidazol-1-yl)-γ-oxobenzene butanoate, mp 89°-93° C.

Workup

  1. temperatureheated at 100°-110° for 12 hours
  2. stirringstirred for ten minutes
  3. filtrationThe solid is filtered

Sources & evidence

ORD record
ord-b7f4eff41b7a4e5787a4a0e887be4609
Source dataset
uspto-grants-1989_04
Patent number
US04820697

Reaction notes

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