関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2,3-Dimethyl-1,3-butadiene | HCID 10566 | — |
| 反応物 | 5-Hexyn-1-ol | HCID 70234 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 触媒 | Cobalt dibromide | HCID 24610 | — |
| 触媒 | 1,2-Bis(diphenylphosphino)ethane | HCID 74267 | — |
| 触媒 | zinc(II)iodide | HCID 9883512 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(4,5-Dimethylcyclohexa-1,4-dienyl)butan-1-ol | HCID 67506009 | 63.8% |
反応手順
800 mg (2.00 mmol) of 1,2-bis(diphenylphosphino)ethane, 437 mg (2.00 mmol) of cobalt bromide, 1.28 g (4.00 mmol) of zinc iodide, and 260 mg (4.00 mmol) of zinc were added to 40 ml of THF, and the solution was stirred for 15 minutes at 70° C. The solution was cooled to room temperature, and 9.86 g (120 mmol) of 2,3-dimethyl-1,3-butadiene was added thereto. Subsequently, 9.8 g (100 mmol) of 5-hexyn-1-ol was slowly added dropwise to the mixture in a water bath. The resulting mixture was stirred for one hour at 35° C., and then the solvent was distilled off under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane/ethyl acetate=3/1), and thus 11.5 g of the title compound alcohol was obtained as a colorless oil. Yield 63.4%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09217005B2 |
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| 出典データセット | uspto-grants-2015_12 |
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| ORD ID | ord-cdea10847ceb4f538304e63fca57255b |
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| 出典メモ | uspto-grants-2015_12 |
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