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HRID 585394作成日:2026年10月26日
4-Fluorophenol → 9-[1-(3,4-Dimethoxybenzoyl)-2-[5-(4-fluorophenoxy)pentyl]-1,2,3,4-tetrahydro-4-quinolinyl]-9H-carbazole
https://huagongshe.com/reaction/585394
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 4-Fluorophenol | HCID 9732 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | 5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]-1-pentanol | HCID 22339233 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 9-[1-(3,4-Dimethoxybenzoyl)-2-[5-(4-fluorophenoxy)pentyl]-1,2,3,4-tetrahydro-4-quinolinyl]-9H-carbazole | HCID 22339298 | 93% |
反応手順
5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]-1-pentanol (0.12 g, 0.22 mmol) prepared in Example 135 was mixed with 4-fluorophenol (50 mg, 0.44 mmol), tetrahydrofuran (4 ml), diethyl azodicarboxylate (69 μl, 0.44 mmol) and triphenylphosphine (0.11 g, 0.44 mmol), followed by stirring overnight at room temperature. After distilling off the solvent, the residue was partitioned between ethyl acetate and water, and the organic layer was washed with water, dried over anhydrous magnesium sulfate and then evaporated to remove the solvent. The residue was applied to silica gel column chromatography (developing solvent: ethyl acetate/hexane=1/10) to give the titled compound (0.13 g, yield: 93%) as a white crystal (cis:trans=4:1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06930104B2 |
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| 出典データセット | uspto-grants-2005_08 |
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| ORD ID | ord-a1cedb0e7b554d69ba0f469493e94ad8 |
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| 出典メモ | uspto-grants-2005_08 |
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