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Acetic Acid → trans-6-(2,5-Difluorophenyl)-1-benzyl-5-nitropiperidin-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Benzylamine | HCID 7504 | — |
| 反応物 | Methyl 4-nitrobutyrate | HCID 25604 | — |
| 反応物 | 2,5-Difluorobenzaldehyde | HCID 137663 | — |
| 反応物 | Sodium Acetate | HCID 517045 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | trans-6-(2,5-Difluorophenyl)-1-benzyl-5-nitropiperidin-2-one | HCID 67388890 | — |
反応手順
To a solution of 2,5-difluorobenzaldehyde (1.09 g, 7.67 mmol) in ethanol (20 mL) were added methyl 4-nitrobutyrate (1.13 g, 7.04 mmol), benzylamine (0.98 mL, 7.67 mmol), sodium acetate (1.26 g, 15.3 mmol) and acetic acid (0.88 mL, 15.4 mmol). The mixture was stirred at rt for 12 h and then heated at reflux temperature overnight. After evaporation, the residue was purified by column chromatography (silica gel Biotage 40M™) eluting with ethyl acetate/hexane (gradient from 3% to 50%) to give the title compound as the racemic trans isomer. LC-MS: 347.1 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08653059B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-9c81f34126db454a9c58bf2b4af6f2ab |
| 出典メモ | uspto-grants-2014_02 |