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Dimethylformamide → 3-Fluoro-4-(pyridin-2-ylmethoxy)-benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Piconol | HCID 11474 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 3,4-Difluorobenzaldehyde | HCID 588088 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 3-Fluoro-4-(pyridin-2-ylmethoxy)-benzaldehyde | HCID 59255224 | 45.6% |
反応手順
To an N,N-dimethylformamide (40.0 mL) solution of 2-(hydroxymethyl)-pyridine (3.00 g, 27.5 mmol) was added sodium hydride (1.00 g, 25.0 mmol, 60% in oil) under nitrogen atmosphere at 0° C., which was stirred for 20 minutes at room temperature. 3,4-Difluorobenzaldehyde (4.69 g, 33.0 mmol) was then added at 0° C., and stirred for 20 minutes at room temperature. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:1→2:1) to obtain the title compound (2.90 g, 45.6%).
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-3eb2895945b5409e948905dc8beac549 |
| 出典メモ | uspto-grants-2014_09 |