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Water → 2-(1-benzyl-1H-pyrrol-2-yl)-[1,4]-naphthoquinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 1,4-Naphthoquinone | HCID 8530 | — |
| 反応物 | 1H-Pyrrole, 1-(phenylmethyl)- | HCID 74922 | — |
| 触媒 | Cupric acetate | HCID 8895 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-(1-benzyl-1H-pyrrol-2-yl)-[1,4]-naphthoquinone | HCID 10615088 | 18% |
反応手順
3.16 millimol of 1,4-naphthoquinone were stirred with 25 millimol of N-benzylpyrrole and 3.16 millimol of copper acetate in 50 ml of acetic acid in a round-bottomed flask at room temperature for 1 hour. The reaction mixture was diluted with 300 ml of dichloromethane and the resulting mixture was then poured into a large volume of water (300 ml). The organic phase was then separated out and washed four times with 100 ml of water and finally with saturated aqueous NaCl solution. The resulting organic phase was dried over Na2SO4 and then concentrated under vacuum. The product 2-(1-benzyl-1H-pyrrol-2-yl)-[1,4]-naphthoquinone was thus isolated in a yield of 18% after purification by chromatography on a column of silica.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06022379 |
| 出典データセット | uspto-grants-2000_02 |
| ORD ID | ord-b09a58324de647c7a97eb5a3c7ad5f03 |
| 出典メモ | uspto-grants-2000_02 |