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Water → 4-Bromo-2-chloro-1-(difluoromethoxy)benzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 4-Bromo-2-chlorophenol | HCID 19859 | — |
| 反応物 | Sodium chlorodifluoroacetate | HCID 2734985 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-Bromo-2-chloro-1-(difluoromethoxy)benzene | HCID 46311538 | 67.2% |
反応手順
4-Bromo-2-chlorophenol (1.0 g, 4.8 mmol) was dissolved in DMF (35 mL) and water (5 mL) was added followed by sodium chloro(difluoro)acetate (2.0 g, 12 mmol) and cesium carbonate (3.1 g, 9.6 mmol). The mixture was stirred for 15 minutes at room temperature and then heated to 100° C. for 2 hours under nitrogen. The mixture was partitioned between water (50 mL) and TBME (50 mL). The organic phase was separated, washed brine, dried over sodium sulphate, filtered, and concentrated in vacuo. The resulting crude product was purified by silica gel chromatography eluting with 0 to 30% EtOAc in heptane to afford the title compound as colourless oil (0.83 g, 67%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09096500B2 |
| 出典データセット | uspto-grants-2015_08 |
| ORD ID | ord-9203e8e24d5f4596b4d18b91e4a06e90 |
| 出典メモ | uspto-grants-2015_08 |