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Neopentyl alcohol → 2-Fluoro-6-(neopentyloxy)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Neopentyl alcohol | HCID 6404 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2,6-Difluoropyridine | HCID 73934 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 2-Fluoro-6-(neopentyloxy)pyridine | HCID 57475658 | 98.8% |
反応手順
A solution of neopentyl alcohol (1.065 mL, 9.81 mmol) in DMSO (82 mL) was cooled to 0° C. NaH (60% in mineral oil; 0.490 g, 12.26 mmol) were added in one portion, the reaction mixture was warmed to rt and stirred for 20 minutes. 2,6-Difluoropyridine (0.941 mL, 8.175 mmol) was added and the reaction mixture was stirred at overnight. The reaction mixture was quenched with aqueous, saturated ammonium chloride solution, diluted with water and EtOAc. The organic layer was separated, washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure to afford 2-fluoro-6-(neopentyloxy)pyridine (1.48 g, 8.08 mmol) as a colorless liquid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08497264B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-6ebbf77db7b74968bc53b4b25510495f |
| 出典メモ | uspto-grants-2013_07 |