참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | 4-Nitro-2-(trifluoromethyl)anisole | HCID 69562 | — |
| 반응물 | Potassium tert-butoxide | HCID 23665647 | — |
| 반응물 | Chlorophenoxyacetonitrile | HCID 53400486 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 5-Methoxy-2-nitro-4-(trifluoromethyl)benzene acetonitrile | HCID 10777719 | 78% |
반응 단계
A mixture of 1-Methoxy4-nitro-2-trifluoromethylbenzene (93 g, 0.421 mol) and 4 chlorophenoxyacetonitrile (77.55 g, 0.463 mol) in dry DMF (500 ml) was added dropwise over 0.75 h to a stirred solution of KOtBu (103.85 g, 0.927 mol) in dry DMF (400 ml) at −10° C. After complete addition the resulting purple solution was maintained at −10° C. for 1 h then poured into a mixture of ice/water (1.5 l) and 5 M aqueous HCl (1.5 l). The resulting mixture was extracted with dichloromethane (3×1 l). The combined extracts were washed with water (3 l), dried (Na2SO4) and evaporated under reduced pressure. The residue was chromatographed on silica using 10-40% ethyl acetate/petroleum ether as eluant to give the crude product which was recrystallised from ethyl acetate/petroleum ether to afford the title compound (85.13 g, 78%) as a white solid. Mp 103-104° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06313145B1 |
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| 출처 데이터셋 | uspto-grants-2001_11 |
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| ORD ID | ord-600541f8065d45c5ac36de639037f837 |
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| 출처 메모 | uspto-grants-2001_11 |
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