関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | p-Cyanobenzyl alcohol | HCID 160549 | — |
| 反応物 | 2-Bromo-5-fluoropyridine | HCID 2783171 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-(5-Fluoro-pyridin-2-yloxymethyl)-benzonitrile | HCID 59255423 | 85% |
反応手順
To an N,N-dimethylformamide (50 mL) solution of 2-bromo-5-fluoropyridine (5 g, 28.4 mmol) and 4-(hydroxymethyl)-benzonitrile (5.67 g, 42.4 mmol) was added sodium hydride (1.7 g, 42.4 mmol, 60% in oil) at room temperature. The mixture was stirred for 3 hours at 70° C. The mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH-silica gel column chromatography (heptane:ethyl acetate=4:1-2:1-1:1-ethyl acetate) to obtain the title compound (5.5 g, 85%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08841327B2 |
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| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-a260c6188b424fffbb655065652eba38 |
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| 出典メモ | uspto-grants-2014_09 |
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