참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2,3-Dimethyl-1,3-butadiene | HCID 10566 | — |
| 반응물 | 5-Hexyn-1-ol | HCID 70234 | — |
| 촉매 | Zinc | HCID 23994 | — |
| 촉매 | Cobalt dibromide | HCID 24610 | — |
| 촉매 | 1,2-Bis(diphenylphosphino)ethane | HCID 74267 | — |
| 촉매 | zinc(II)iodide | HCID 9883512 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 4-(4,5-Dimethylcyclohexa-1,4-dienyl)butan-1-ol | HCID 67506009 | 63.8% |
반응 단계
In 40 mL of THF, 1,2-bis(diphenylphosphino)ethane (800 mg, 2.00 mmol), cobalt bromide (437 mg, 2.00 mmol), zinc iodide (1.28 g, 4.00 mmol), and zinc (260 mg, 4.00 mmol) were dissolved, followed by stirring at 70° C. for 15 minutes. After cooling to room temperature, 2,3-dimethyl-1,3-butadiene (9.86 g, 120 mmol) was added. Then, 5-hexyn-1-ol (9.8 g, 100 mmol) was slowly added dropwise with cooling in a water bath. After stirring at 35° C. for 1 hour, the solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1). Thus, 11.5 g of the title compound, an alcohol, was obtained as a colorless oily substance. Yield: 63.4%.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08969609B1 |
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| 출처 데이터셋 | uspto-grants-2015_03 |
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| ORD ID | ord-f0c857022204456ead7f1d293693c26b |
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| 출처 메모 | uspto-grants-2015_03 |
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