HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-(3-bromophenyl)-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 1-Bromo-3-fluorobenzene | HCID 14082 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(3-bromophenyl)-1H-imidazole | HCID 312096 | — |
Reaction Steps
In an amount of 400 mg of imidazole was dissolved in 7.5 ml of dimethyl sulfoxide under argon atmosphere, added with 255 mg of 60% sodium hydride, and stirred at room temperature. After 1 hour, the reaction mixture was added with 0.8 ml of 3-bromofluorobenzene, and stirred at 140° C. for 21 hours. The reaction mixture was diluted with 50 ml of ethyl acetate, and washed with 20 ml of saturated brine. The organic layer was dried over anhydrous sodium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate (3:1 to 1:1)) to obtain 1.1 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365174B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-d96ec62d39884e1a8e98cb901f9fad77 |
| Source note | uspto-grants-2008_04 |