참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ethanol | HCID 702 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 1-Bromo-4-nitrobenzene | HCID 11466 | — |
| 반응물 | Phenylboronic Acid | HCID 66827 | — |
| 촉매 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | 1,1-Dimethoxyethane | HCID 10795 | — |
| 생성물 | 4-Nitro-1,1'-biphenyl | HCID 7114 | 127.3% |
반응 단계
12.50 g (61.9 mmol) of 1-bromo-4-nitrobenzene were added to 358 mg, (310 μmol, 0.5 mole %) of tetrakis (triphenyl-phosphine) palladium in 200 ml of dimethoxy-ethane. After stirring for 10 minutes, 11.3 g (92.8 mmol) of phenylboronic acid and 100 ml of ethanol were added. After a further 10 minutes, 263 ml, (526 mmol, 8.5 equiv) of 2M aqueous sodium carbonate were added and the suspension was heated at reflux for 20 minutes, then allowed to cool to room temperature. The mixture was taken into 250 ml of EtOAc and 200 ml of H2. The aqueous layer was extracted with 200 ml of EtOAc and the combined organics were washed twice with 250 ml of water and 100 ml of brine, dried over MgSO4, filtered and evaporated to obtain 15.7 g of the desired product as a solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05416112 |
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| 출처 데이터셋 | uspto-grants-1995_05 |
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| ORD ID | ord-cde7e681c41a47928ae7eb2e213796e5 |
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| 출처 메모 | uspto-grants-1995_05 |
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