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N-Phenyl-p-phenylenediamine → 2,3,3a,4,5,9b-Hexahydro-4-(3-hydroxypropyl)-8-phenylamino-furano[3,2-c]quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-Phenyl-p-phenylenediamine | HCID 7564 | — |
| 反応物 | Tetrahydro-2-hydroxyfuran | HCID 93002 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2,3,3a,4,5,9b-Hexahydro-4-(3-hydroxypropyl)-8-phenylamino-furano[3,2-c]quinoline | HCID 58914597 | 86% |
反応手順
The mixture of 4-(N-phenylamino)-aniline (2 mmol), 2-hydroxy-tetrahydrofuran (6 mmol) and InCl3 (0.2-0.4 mmol) in water (5 mL) was stirred at room temperature. The reaction was monitored by TLC. After 24 h stirring at room temperature, the reaction mixture was extracted with ethyl ether (3×20 mL). Removal of solvent and flash column chromatography gave 1,2,3,4-tetrahydroquinoline derivatives in 86% yield (cis:trans=46:54).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07250423B2 |
| 出典データセット | uspto-grants-2007_07 |
| ORD ID | ord-5fbdcdb6119e4f449b16b7b82ec26342 |
| 出典メモ | uspto-grants-2007_07 |