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Water → 2-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy)-5-nitropyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| 反応物 | 2-(5-Methyl-2-phenyl-4-oxazolyl)ethanol | HCID 725585 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy)-5-nitropyridine | HCID 11067329 | 49.5% |
反応手順
To a stirred solution of 2-chloro-5-nitropyridine (25 g), 2-(5-methyl-2-phenyl-4-oxazolyl)ethanol (32.1 g) in THF (250 ml) was added portionwise, under ice-cooling, sodium hydride (60% in oil, 6.92 g). The reaction mixture was stirred for further 15 hours at room temperature, which was poured into water, followed by extraction with ethyl acetate. The ethyl acetate was washed with water and dried (MgSO4), then the solvent was distilled off under reduced pressure. The residual crystals were collected by filtration. Recrystallization from ethanol gave 2-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy)-5-nitropyridine (25.4 g, 49%) as yellowish brown crystals, m.p.110.5-111.5° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06552058B1 |
| 出典データセット | uspto-grants-2003_04 |
| ORD ID | ord-ad90e485b2f94eb1b9ca6d301b1f9836 |
| 出典メモ | uspto-grants-2003_04 |