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Ethyl 5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]pentanoate → 5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]pentanoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl 5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]pentanoate | HCID 22339243 | — |
| 触媒 | Tetrabutylammonium Bromide | HCID 74236 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Sodium Hydroxide | HCID 14798 | — |
| 生成物 | 5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]pentanoic acid | HCID 22339253 | 74% |
反応手順
Ethyl 5-[4-(9H-9-carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]pentanoate (0.20 g, 0.34 mmol) prepared in Example 127 was dissolved in tetrahydrofuran (10 ml), to which 1N NaOH (5 ml) and tetrabutylammonium bromide (0.11 g, 0.34 mmol) were then added and stirred at room temperature for 4 hours and then at 60° C. for 4 hours. After the reaction mixture was partitioned between ethyl acetate and 1N HCl, the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. After distilling off the solvent, the residue was applied to silica gel column chromatography (developing solvent: ethyl acetate/hexane=1/5) to give the titled compound (0.14 g, yield: 74%) as a white crystal (cis:trans=4:1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06930104B2 |
| 出典データセット | uspto-grants-2005_08 |
| ORD ID | ord-9eca8aaea73f4da58b6a33d96b03e621 |
| 出典メモ | uspto-grants-2005_08 |