関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Iodobenzene | HCID 11575 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]- | HCID 112414 | — |
| 反応物 | 5-Hydroxy-1-tetralone | HCID 119921 | — |
| 触媒 | Cuprous chloride | HCID 62652 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-phenoxy-3,4-dihydronaphthalen-1(2H)-one | HCID 10728625 | 18% |
反応手順
To a solution of 5-hydroxy-1-tetralone (4.5 g, 28.0 mmol) and iodobenzene (24.0 g, 168.0 mmol) in DMF (50 mL) was added NaH (1.2 g, 30.0 mmol) at room temperature. The mixture was heated to 50° C. until the solid was dissolved and then cooled. To the mixture was added CuCl (2.8 g, 28.0 mmol); followed by tris(dioxa 3,6-heptyl)amine (2.7 g, 8.4 mmol). The mixture was heated at 145° C. overnight. The reaction was diluted with water, extracted with EtOAc, washed with brine, dried (Na2SO4), and concentrated. Purification by silica gel chromatography (20:1 PE/EtOAc) gave 1.2 g (18%) of the title compound as a yellow oil. [M+H] calc'd for C16H14O2, 239; found 239.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09447045B2 |
|---|
| 出典データセット | uspto-grants-2016_09 |
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| ORD ID | ord-328b236c2f914b0ca6c088a7a6bd926a |
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| 出典メモ | uspto-grants-2016_09 |
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