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N,N-Dimethyl-1,3-propanediamine → Benzyl 4-[1-(3-nitrobenzoyl)indol-3-yl]butyrate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N,N-Dimethyl-1,3-propanediamine | HCID 7993 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Benzoyl chloride, 3-nitro- | HCID 8495 | — |
| 反応物 | benzyl 4-(1H-indol-3-yl)butanoate | HCID 1482096 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Benzyl 4-[1-(3-nitrobenzoyl)indol-3-yl]butyrate | HCID 10623056 | 93.7% |
反応手順
To a solution of benzyl 4-(3-indolyl)butyrate (33.70 g) in dichloromethane (400 ml) were added triethylamine (30 ml), 4-dimethylaminopyridine (1.22 g) and 3-nitrobenzoyl chloride (30.0 g). After refluxed for 16 hours, 3-nitrobenzoyl chloride (10.5 g) and triethylamine (5 ml) were added to the mixture. The mixture was allowed to reflux for 19 hours and 3-dimethylaminopropylamine (15 ml) was added at 0° C. The mixture was washed with diluted hydrochloric acid (200 ml ×2) and water (200 ml×4) and dried over magnesium sulfate. The solvent was removed in vacuo to give a solid of benzyl 4-[1-(3-nitrobenzoyl)indol-3-yl]butyrate (47.61 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05283251 |
| 出典データセット | uspto-grants-1994_02 |
| ORD ID | ord-4e8a8979eda940aeb500cf63240b8318 |
| 出典メモ | uspto-grants-1994_02 |