HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-Bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | 1-((2-(Trimethylsilyl)ethoxy)methyl)-1H-imidazole | HCID 11052605 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole | HCID 59424542 | 32.5% |
Reaction Steps
To a solution of 107 (100 mg, 0.50 mmol) in acetonitrile (1 mL) at room temperature was added cyanogen bromide (107 mg, 1.0 mmol) and the mixture was allowed to stir at room temperature for 3 h, concentrated to dryness and partitioned between EtOAc and water. The organic phase was collected, dried over anhydrous sodium sulfate and concentrated to dryness. The residue was purified by column chromatography (eluents EtOAc/hexane 25:75, then EtOAc), to afford the title compound 108 (45 mg, 32% yield) as a colorless oil. MS (m/z) 277.0/279.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772247B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-645191db71334b60b77f31bf9d24e894 |
| Source note | uspto-grants-2010_08 |