HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4,5-Tribromoimidazole → 2,4,5-tribromo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-Imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4,5-Tribromoimidazole | HCID 16253 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,4,5-tribromo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-Imidazole | HCID 10906203 | — |
Reaction Steps
3.04 g of tribromoimidazole is dissolved in 20 cm3 of anhydrous THF. 550 mg of NaH at 50% in oil is added in small portions. After 20 minutes at ambient temperature, 1.95 ml of 2-(trimethylsilyl) ethoxy methyl chloride is added. After 30 minutes at ambient temperature, the reaction medium is hydrolyzed with a saturated solution of NH4Cl, followed by extraction with AcOEt, drying and evaporating to dryness. Chromatography is carried out on silica eluting with cyclohexane/AcOEt (9-1) and 4.2 g of expected product (oil) is recovered.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05807878 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-12512e8e0eaf40f8ae14068100a7d38b |
| Source note | uspto-grants-1998_09 |