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Trifluoromethanesulfonic acid → 5-Bromo-2-chloro-4-hydroxybenzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trifluoromethanesulfonic acid | HCID 62406 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | 2-Chloro-4-hydroxybenzonitrile | HCID 592797 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 5-Bromo-2-chloro-4-hydroxybenzonitrile | HCID 53330452 | 69.4% |
反応手順
To a solution of 2-chloro-4-hydroxybenzonitrile (10 g, 65.1 mmol) in CH3CN (200 mL) was added CF3SO3H (6.33 g, 71.6 mmol) and NBS (16.2 g, 94.1 mmol) at −30° C. After being stirred for 18 hours at room temperature, the mixture was quenched with aq. saturated NaHSO4 solution and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the product 37 (10.5 g, 66%) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09034921B2 |
| 出典データセット | uspto-grants-2015_05 |
| ORD ID | ord-f9f150884fbd4cf7a5c01ec1c780055b |
| 出典メモ | uspto-grants-2015_05 |