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Styrene → trans-Stilbene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Styrene | HCID 7501 | — |
| 反応物 | 3-Bromoquinoline | HCID 21413 | — |
| 反応物 | Sodium Acetate | HCID 517045 | — |
| 触媒 | Tetraphenylphosphonium Chloride | HCID 164911 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1,1-Diphenylethylene | HCID 10740 | 14.1% |
| 生成物 | 3-Bromoquinoline | HCID 21413 | — |
| 生成物 | trans-Stilbene | HCID 638088 | 85.1% |
| 生成物 | cis-Stilbene | HCID 5356785 | 0.8% |
反応手順
A reaction is performed as described in Example 1, except that 3.9 mg (0.015 mmol) of (CH2CN)2PdCl2, 34.9 mg (0.09 mmol) of Ph4PCl, 496.0 mg (6.05 mmol) of anhydrous sodium acetate, 638.74 mg (3.07 mmol) of 3-bromoquinoline and 427.0 mg (4.1 mmol) of styrene are reacted in 1.5 ml of DMF. Stirring is performed at 130° C. for 5 hours. According to the processing described in Example 1, a 72.5% yield of Heck products (85.1% trans-stilbene, 0.8% cis-stilbene, and 14.1% 1,1-diphenylethene) is obtained with 78.5% conversion of 3-bromoquinoline.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06316675B1 |
| 出典データセット | uspto-grants-2001_11 |
| ORD ID | ord-dd08380619e74406b89f84d676a720ba |
| 出典メモ | uspto-grants-2001_11 |