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Dimethyl Sulfoxide → 2-(4-Chlorophenyl)-2-(4-iodophenyl)oxirane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethyl Sulfoxide | HCID 679 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Trimethylsulfonium iodide | HCID 75127 | — |
| 反応物 | (4-Chlorophenyl)(4-iodophenyl)methanone | HCID 15184934 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-(4-Chlorophenyl)-2-(4-iodophenyl)oxirane | HCID 59317217 | 97% |
反応手順
Sodium hydride (60% dispersion in oil, 128 mg, 3.2 mmol) was placed under N2 then DMSO (5 mL) was added. Trimethylsulfonium iodide (0.66 g, 3.2 mmol) was added as a solid after 15 min, followed after a further 30 min by (4-chloro-phenyl)-(4-iodo-phenyl)-methanone. The mixture was stirred at room temperature for 24 hours then diluted with ethyl acetate and washed with 1:2 water/brine, water and brine (×2). The organic phase was dried (MgSO4), filtered and concentrated to give the title compound (1.01 g, 97%), which was used without further purification. LCMS (PS-A2) Rt 4.07 min [M−H]+ 355.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08541461B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-9fb6f5778b0846c0a20c64ea1f2da994 |
| 出典メモ | uspto-grants-2013_09 |