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Dimethylformamide → 5-Bromo-2-(2-fluorophenoxy)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 2-Fluorophenol | HCID 9707 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2,5-Dibromopyridine | HCID 69353 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-Bromo-2-(2-fluorophenoxy)pyridine | HCID 59255211 | 28% |
反応手順
To a mixture of 2-fluorophenol (2.1 g, 19 mmol), 2,5-dibromopyridine (3.0 g, 13 mmol) and N,N-dimethylformamide (30 mL) was added sodium hydride (730 mg, 15 mmol, 50% in oil) at 0° C., which was stirred for 10 minutes at room temperature. The reaction mixture was then stirred for 5 hours at 110° C. The reaction mixture was cooled to room temperature and water was added, followed by extraction with ethyl acetate. The organic layer was washed twice with water and then washed with saturated aqueous sodium chloride, was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=15:1) to obtain the title compound (940 mg, 28%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08841327B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-eb787e56912f454bb24363cbda283138 |
| 出典メモ | uspto-grants-2014_09 |