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Methyl iodide → 1,2,4-Trifluoro-5-(methylsulfonyl)benzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 2,4,5-Trifluorobenzenesulfinic acid | HCID 57241375 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1,2,4-Trifluoro-5-(methylsulfonyl)benzene | HCID 46739396 | 71.1% |
反応手順
To a solution of 2,4,5-trifluorobenzenesulfinic acid (34 g, 173 mmol), in DMF (200 mL), was added iodomethane (21.6 mL, 347 mmol), and N-ethyl-N-isopropylpropan-2-amine (60.5 mL, 347 mmol). The reaction mixture was stirred overnight at ambient temperature. The reaction was concentrated and partitioned between water and ethyl acetate and extracted with CH2Cl2. The combined organic layers were concentrated and purified over silica gel (15-100% EtOAc in hexanes) to afford 1,2,4-trifluoro-5-(methylsulfonyl)benzene (25.8 g, 123 mmol, 71% yield) as yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08754226B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-4d3484d721434e5da22963726d069d9d |
| 出典メモ | uspto-grants-2014_06 |