참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 4-Bromo-2-fluoro-6-nitroanisole | HCID 557159 | — |
| 반응물 | Trimethylboroxine | HCID 574072 | — |
| 반응물 | Sodium bicarbonate water | HCID 86585896 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 1-Fluoro-2-methoxy-5-methyl-3-nitrobenzene | HCID 57575876 | 73.5% |
반응 단계
Under nitrogen atmosphere, potassium carbonate (218 mg, 1.58 mmol), tetrakistriphenylphosphine palladium(0) (58 mg, 50 μmol), trimethylboroxine (77 μl, 0.55 mmol) were added to a 1,4-dioxane (5 ml) solution of 4-bromo-2-fluoro-6-nitroanisole (125 mg, 0.5 mmol), followed by stirring with heating under reflux for 1 hour and a half. After cooling to room temperature, saturated sodium bicarbonate water was added to the reaction liquid, followed by extraction three times with ethyl acetate, the organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (20:1) was concentrated under reduced pressure to obtain the entitled compound (68 mg, 70%) as an orange oily substance.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07737166B2 |
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| 출처 데이터셋 | uspto-grants-2010_06 |
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| ORD ID | ord-fb51f80de4f3476789356b3d2878b0e3 |
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| 출처 메모 | uspto-grants-2010_06 |
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