참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 5-Bromo-o-toluidine | HCID 2734805 | — |
| 반응물 | 2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 2760593 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 4'-Fluoro-4-methylbiphenyl-3-amine | HCID 46314430 | 43% |
반응 단계
5.0 g (22.5 mmol) of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-fluorobenzene, 1.87 mL (15 mmol) of 5-bromo-2-methylaniline, 1.73 g (1.5 mmol) of tetrakis(triphenyl phosphine)palladium (0), and 7.33 g (15 mmol) of cesium carbonate were heated under reflux for 8 hours in 150 mL of THF. After completion of the reaction, THF was distilled off under reduced pressure, and ethyl acetate was added to separate the solid by filtration. The organic layer was then washed with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled off under reduced pressure. The resulting crude product was separated and purified using silica gel column chromatography, thereby giving 4′-fluoro-4-methylbiphenyl-3-amine (yield: 43%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08415479B2 |
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| 출처 데이터셋 | uspto-grants-2013_04 |
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| ORD ID | ord-06a31f7821b24146988f04d108ea49f6 |
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| 출처 메모 | uspto-grants-2013_04 |
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