HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 5-Bromo-2-(methoxymethyl)-1-methyl-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (5-bromo-1-methyl-1H-imidazol-2-yl)methanol | HCID 23445171 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-2-(methoxymethyl)-1-methyl-1H-imidazole | HCID 89995601 | 27.4% |
Reaction Steps
NaH (60%, 30 mg) was added to a solution of (5-bromo-1-methyl-1H-imidazol-2-yl)methanol (120 mg, 0.63 mmol) in THF (4 mL). After stirring for 15 minutes, iodomethane (35 uL, 0.57 mmol) was added. The resulting solution was stirred at 60° C. under microwave irradiation for 60 minutes. The reaction mixture was diluted with EtOAc, filtered and concentrated in vacuo. The residue was purified using Biotage silica gel column chromatography eluting with EtOAc to give the title compound as light brown oil (32 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334286B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-9ea0d9571c054d96916eaeea29be3e10 |
| Source note | uspto-grants-2016_05 |