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Water → N-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Benzoyl chloride | HCID 7412 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (4-aminophenyl)(3,4-dihydroquinolin-1(2H)-yl)methanone | HCID 2984117 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamide | HCID 10642000 | 34.7% |
反応手順
To a solution of 1-(4-aminobenzoyl)-1,2,3,4-tetrahydroquinoline (0.5 g) in dichloromethane (20 ml) is added triethylamine (0.3 g), and thereto is added benzoyl chloride (0.28 g) under ice-cooling. The mixture is stirred at room temperature for 1 hour. To the reaction mixture is added water and extracted with dichloromethane. The extract is dried over magnesium sulfate and the solvent is distilled off under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent; dichloromethane:methanol=50:1) and recrystallized from methanol to give 1-[4-(benzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (245 mg) as white powder, m.p. 202.5°-203.5° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05559230 |
| 出典データセット | uspto-grants-1996_09 |
| ORD ID | ord-608d591068fe4b3b940f9b1ad53add91 |
| 出典メモ | uspto-grants-1996_09 |