HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 4-(4-Bromophenyl)-1-methyl-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 178419352 | HCID 178419352 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Bromophenyl)-1-methyl-1H-imidazole | HCID 53249291 | 85% |
Reaction Steps
To a solution of Step 1 product (3.1 g, 13.90 mmol) in 50 mL of THF was added iodomethane (1.74 mL, 27.8 mmol) and cesium carbonate (5.43 g, 16.68 mmol). The reaction was stirred at rt overnight. EtOAc (150 mL) was added to the reaction, and the mixture was washed with water (2 times) and brine, dried over MgSO4, and concentrated to dryness. The residue was purified by silica column (10-80% EtOAc in hexanes) to give 2.8 g (yield 85%) 4-(4-bromophenyl)-1-methyl-1H-imidazole. LCMS: [M+1]+=237.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664253B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-44a9247b76874846b8c3c10dc2ebc5ac |
| Source note | uspto-grants-2014_03 |