関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Butylamine | HCID 8007 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Binap, (A+-)- | HCID 634876 | — |
| 反応物 | Methyl 4-nitro-3-{[(trifluoromethyl)sulfonyl]oxy}benzoate | HCID 54135622 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Methyl 3-(butylamino)-4-nitrobenzoate | HCID 21086162 | — |
反応手順
To a stirred solution of Pd2(dba)3 (139 mg), BINAP (284 mg), and cesium carbonate (2.0 g) in toluene (50 mL) was added butylamine (0.45 mL), and the reaction mixture was heated at 80° C. for 15 min. A solution of methyl 4-nitro-3-{[(trifluoromethyl)sulfonyl]oxy}benzoate (1.0 g) in toluene (15 mL) was added dropwise over 1 h. The mixture was cooled to room temperature, filtered through diatomaceous earth, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 3:1 ethyl acetate/hexanes) provided 670 mg of the title compound as a yellow oil: ESI MS m/z 550 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07176242B2 |
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| 出典データセット | uspto-grants-2007_02 |
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| ORD ID | ord-9f481d5ab09143dfbbf004fdee9dfbfb |
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| 出典メモ | uspto-grants-2007_02 |
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