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Cesium carbonate → 3-(1-Nitro-2-naphthylamino)benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2-Naphthylamine, 1-nitro- | HCID 11823 | — |
| 反応物 | 3-Bromobenzonitrile | HCID 23381 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Binap, (A+-)- | HCID 634876 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 生成物 | 3-(1-Nitro-2-naphthylamino)benzonitrile | HCID 67994323 | 37.4% |
反応手順
A solution of 1-nitro-2-naphthylamine (875 mg, 4.65 mmol), 3-bromobenzonitrile (846 mg, 4.65 mmol), cesium carbonate (3.03 g, 9.30 mmol), tris(dibenzylideneacetone)dipalladium(0) (213 mg, 0.23 mmol) and (+/−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (217 mg, 0.35 mmol) in toluenene (10 mL) was heated at 110° C. for 16 hours. The reaction mixture was poured into a saturated aqueous sodium bicarbonate solution, and was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1), to give the titled compound (503 mg, yield 37%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08778933B2 |
| 出典データセット | uspto-grants-2014_07 |
| ORD ID | ord-a99274e340834e36a7eb4c71349cc01e |
| 出典メモ | uspto-grants-2014_07 |