참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 2-Bromo-4-chlorophenol | HCID 69670 | — |
| 반응물 | Sodium chlorodifluoroacetate | HCID 2734985 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 2-Bromo-4-chloro-1-(difluoromethoxy)benzene | HCID 46311537 | — |
반응 단계
To a solution of 2-bromo-4-chlorophenol (4.98 g, 24.0 mmol) in DMF (25 mL) was added sodium chlorodifluoroacetate (8.42 g, 55.2 mmol), cesium carbonate (10.97 g, 33.67 mmol) and water (2.5 mL). The reaction was stirred at 100° C. for 16 hours. The reaction mixture was partitioned between ethyl acetate and water, the organic portion washed with brine, dried (MgSO4), and evaporated. The crude product was purified by flash chromatography on silica eluting with 0-20% EtOAc in heptanes to yield 2-bromo-4-chloro-1-(difluoromethoxy)benzene as a clear, colorless oil (2.98 g, 48%). LCMS (ESI) no m/z signal; 1H NMR (400 MHz, DMSO-d6) δ: (ppm) 7.90 (d, 1H), 7.54 (dd, 1H), 7.38 (d, 1H), 7.28 (t, 1H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09346815B2 |
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| 출처 데이터셋 | uspto-grants-2016_05 |
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| ORD ID | ord-7ada66305a5f4875ac2c1ab615adcd16 |
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| 출처 메모 | uspto-grants-2016_05 |
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