참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ethanol | HCID 702 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 2-Bromo-4-fluoro-1-nitrobenzene | HCID 2756993 | — |
| 반응물 | 2-(Methoxycarbonyl)benzeneboronic acid | HCID 2773496 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 촉매 | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | Methyl 5'-fluoro-2'-nitrobiphenyl-2-carboxylate | HCID 67296936 | 56.9% |
반응 단계
To a microwave vessel was added 2-(methoxycarbonyl)phenylboronic acid (63.4 mg, 0.352 mmol), 2-bromo-4-fluoro-1-nitrobenzene (77 mg, 0.35 mmol), diacetoxypalladium (0.93 mg, 4.1 mmol) and dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (3.47 mg, 8.45 μmol). Ethanol (1760 μl) and sodium carbonate (176 μl, 0.352 mmol) were added and the mixture was reacted in a microwave reactor at 100° C. for 30 min. The reaction mixture was diluted with dichloromethane, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by preparative thin layer chromatography (eluant: 9:1 hexane/ethyl acetate) to provide methyl 5′-fluoro-2′-nitrobiphenyl-2-carboxylate (37a, 54.8 mg, 0.199 mmol, 56.6% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08642538B2 |
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| 출처 데이터셋 | uspto-grants-2014_02 |
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| ORD ID | ord-22c50defc4af4bc28e5d4aa5c8b43360 |
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| 출처 메모 | uspto-grants-2014_02 |
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