HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-bromo-1-(4-methoxybenzyl)-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | 1H-Imidazole, 4-bromo- | HCID 96125 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-bromo-1-(4-methoxybenzyl)-1H-imidazole | HCID 46185550 | 67.2% |
Reaction Steps
To a suspension of 5-bromo-1H-imidazole (10 g, 68.5 mmol) and K2CO3 (37.8 g, 274 mmol) in DMF (100 mL) was added 1-(chloromethyl)-4-methoxybenzene (11.8 g, 75.4 mmol) dropwise at room temperature. The resulting mixture was stirred for 16 hours, and then dichloromethane (DCM) was added. The mixture was successively washed with water and brine, dried and concentrated to give a residue that was purified by column chromatography to afford 12.3 g of the desired compound as a solid. LC-MS: m/z 267 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969349B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-d07cceb076964d2a9dc13c23ab2832b1 |
| Source note | uspto-grants-2015_03 |