HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → 2-[5,6-Dichloro-2-(2,2,2-trifluoroethyl)-1H-benzimidazol-1-yl]-1-phenylethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole | HCID 11651910 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[5,6-Dichloro-2-(2,2,2-trifluoroethyl)-1H-benzimidazol-1-yl]-1-phenylethanone | HCID 44430226 | — |
Reaction Steps
To 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole (301 mg) in DMF (5 mL) was added sodium hydride (67 mg of 60% in oil dispersion). The resulting mixture was stirred at room temperature for 5 min. To the dark green solution was added 2-bromo-acetophenone (273 mg) and the resulting mixture was stirred at room temperature overnight. The reaction mixture was quenched with water, extracted with EtOAc, and dried over Na2SO4. The crude product was purified by silica gel chromatography (10%-40% EtOAc/hexanes) to yield the title compound as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566733B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-6e3029989e4c404f958edef86930f96c |
| Source note | uspto-grants-2009_07 |