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(Trimethylsilyl)imidazole → [1-(4-Bromo-phenyl)-1-methyl-ethoxy]-trimethylsilane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (Trimethylsilyl)imidazole | HCID 28925 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 2-(4-Bromophenyl)propan-2-ol | HCID 12681920 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [1-(4-Bromo-phenyl)-1-methyl-ethoxy]-trimethylsilane | HCID 57709215 | 87% |
反応手順
N-trimethylsilylimidazole (80.6 mL, 0.552 mol) was added to a solution of the crude 2-(4-bromo-phenyl)-propan-2-ol in tetrahydrofuran (500 mL) in a nitrogen atmosphere at room temperature, and the mixture was stirred at the same temperature overnight. The reaction mixture was poured into a saturated aqueous sodium bicarbonate solution, followed by extraction with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel chromatography (n-hexane:ethyl acetate=40:1) to give the title compound as a colorless oil (125.6 g, 87% in two steps).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07935688B2 |
| 出典データセット | uspto-grants-2011_05 |
| ORD ID | ord-8cd1086b1c9341fca47e010f3347dc7a |
| 出典メモ | uspto-grants-2011_05 |