참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cyclopentane, methylene- | HCID 73714 | — |
| 반응물 | Methyl 4-(allyloxy)benzoate | HCID 4645407 | — |
| 촉매 | (1,3-Bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene)(dichloro)((2-((propan-2-yl)oxy)phenyl)methylidene)ruthenium | HCID 11763533 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | Methyl 4-(2-cyclopentylideneethoxy)benzoate | HCID 57467652 | 68% |
반응 단계
To a solution of methyl 4-(allyloxy)benzoate 26.1 (3.00 g, 16.0 mmol) and methylenecyclopentane (1.9 g, 23.0 mmol) (commercially available from Sigma-Aldrich, St. Louis, Mo., USA) in DCM (5.0 mL) was added Hoveyda-Grubbs reagent (0.39 g, 0.62 mmol), (commercially available from Sigma-Aldrich, St. Louis, Mo., USA) at room temperature. The resulting reaction mixture was degassed three times and then stirred at 55° C. under nitrogen overnight. The reaction mixture was purified by CombiFlash® silica gel column chromatography (hexane/EtOAc 95/5) to give 26.2, (2.60 g, yield 68%). 1H NMR (500 MHz, CDCl3) δ ppm 7.82-7.93 (2H, m), 6.80-6.88 (2H, m), 5.44-5.56 (1H, m), 4.47 (2H, d, J=6.6 Hz), 3.80 (3H, s), 2.20-2.31 (4H, m), 1.50-1.71 (4H, m).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08748462B2 |
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| 출처 데이터셋 | uspto-grants-2014_06 |
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| ORD ID | ord-112f4ea5ec9945a191d959619a18a4be |
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| 출처 메모 | uspto-grants-2014_06 |
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