HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 4-(2-methyl-1H-imidazol-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methylimidazole | HCID 12749 | — |
| Reactant | Benzoic acid, 4-fluoro-, ethyl ester | HCID 67976 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl 4-(2-methyl-1H-imidazol-1-yl)benzoate | HCID 14664350 | 34% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 2-methylimidazole (50 g, 0.6 mol), ethyl 4-fluorobenzoate (100 g, 0.6 mol) and potassium carbonate (415 g, 3 mol) in dry DMSO (1.5 l ) was heated at 120° C. for 66 hours under a nitrogen atmosphere. After cooling to room temperature, the reaction mixture was poured into ice-cold water (1 l ), and extracted with Et2O (750 ml×2). The organic phase was washed with water (500 ml) and brine (500 ml), dried over MgSO4 and evaporated. The residual solid was recrystallized from ethyl acetate-hexane to give the titled compound (47 g, 33%) as yellow needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06063928 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-5d42b403e81540ffb98a27144559e735 |
| Source note | uspto-grants-2000_05 |