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Water → 2-[4-(Trifluoromethyl)phenyl]oxirane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Trimethylsulfonium iodide | HCID 75127 | — |
| 反応物 | 1-Ethenyl-4-(trifluoromethyl)benzene | HCID 2782798 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 2-[4-(Trifluoromethyl)phenyl]oxirane | HCID 9990016 | 81% |
反応手順
Trimethylsulfonium iodide (4.08 g, 20.0 mmol) in dimethyl sulfoxide (15 mL) was stirred with sodium hydride (55 wt % dispersion in mineral oil, 873 mg, 20.0 mmol) at room temperature for 1 hour and then with 4-(trifluoromethyl)styrene (2.96 g, 17.0 mmol) in dimethyl sulfoxide (10 mL) at room temperature for 2 hours. After addition of water, the reaction mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1 (v/v)) to give the title compound as a colorless oil (2.59 g, yield 81%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09216999B2 |
| 出典データセット | uspto-grants-2015_12 |
| ORD ID | ord-f886d7f436004bc58563b288f1ce0f26 |
| 出典メモ | uspto-grants-2015_12 |