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Methanol → 1-(5-Carboxypentyl)-2-(N-phenyl-2-aminovinyl)-3,3-dimethylindolium bromide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | N,N'-Diphenylformamidine | HCID 94888 | — |
| 反応物 | 1-(5-Carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium bromide | HCID 15508742 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 1-(5-Carboxypentyl)-2-(N-phenyl-2-aminovinyl)-3,3-dimethylindolium bromide | HCID 70002392 | — |
反応手順
1-(5-carboxypentyl)-2,3,3-trimethylindolium bromide (1.77 g, 5 mmol) and N,N′-diphenylformamidine (1.96 g, 10 mmol) were mixed in acetic acid (15 m); the resulting mixture was then heated at reflux. The reaction was monitored by UV/VIS spectroscopy (methanol solution, product absorbance λmax 398 nm) and TLC (silica. Methanol, 20: dichloromethane, 80; product runs as a yellow streak, Rf 0.1-0.25). After 2.5 hrs the orange-red solution was then left to cool over 16 hrs, then the solvent was removed under reduced pressure. The residue was purified by flash chromatography (silica. 5-20% methanol/dichloromethane) to give the title compound [1.3] as a yellow-orange foam after drying, 1.5 g (66%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06348599B1 |
| 出典データセット | uspto-grants-2002_02 |
| ORD ID | ord-96cbf6e7930c4379b9c167607494cd9b |
| 出典メモ | uspto-grants-2002_02 |