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1-Bromo-3-methylbutane → 1-Bromo-4-[(3-methylbutoxy)methyl]benzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Bromo-3-methylbutane | HCID 7891 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 4-Bromobenzyl alcohol | HCID 70119 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-Bromo-4-[(3-methylbutoxy)methyl]benzene | HCID 58452284 | 85% |
反応手順
Sodium hydride (purity: 55%, 700 mg) and 1-bromo-3-methylbutane (2.56 mL) were added to a solution of 4-bromobenzylalcohol (2.0 g) in N,N-dimethylformamide (40 mL) under ice-cooling, and the mixture was stirred at room temperature for five hours. A saturated ammonium chloride solution was added to the reaction solution, followed by extraction with a mixture of hexane-ethyl acetate (1:1). The organic layer was dried over sodium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:1→50:1→30:1) to give the title compound (2.31 g, 85%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08822503B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-0119a32b104e4da9b9562b6b942d0ba1 |
| 出典メモ | uspto-grants-2014_09 |