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Water → 2-(4-Cyclohexylamino-3-nitrophenyl)benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Cyclohexylamine | HCID 7965 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 2-(4-Fluoro-3-nitrophenyl)benzoxazole | HCID 21990970 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-(4-Cyclohexylamino-3-nitrophenyl)benzoxazole | HCID 67497897 | 48% |
反応手順
To a suspension of 2-(4-fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (300 mg, 1.19 mmol) in ethanol (5 mL) was added sodium hydrogen carbonate (295 mg, 2.32 mmol) and cyclohexylamine (288 mg, 2.32 mmol), and this was heated to reflux with stirring for 4 hours. After the reaction was complete, this was cooled to room temperature, water was added, and this was extracted with ethyl acetate. The organic layer obtained was dried over anhydrous sodium sulfate, filtered, and concentrated to give crystals that were purified by silica gel column chromatography to yield the title compound (191 mg, 48% yield) as orange crystals.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08829035B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-45e57a9ab34a4672953774b6c1da7524 |
| 出典メモ | uspto-grants-2014_09 |