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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

反応式

関与物質

役割名称HCID仕込み量
反応物4-FluorophenolHCID 9732—
反応物TriphenylphosphineHCID 11776—
反応物ethyl N-ethoxycarbonyliminocarbamateHCID 220568—
反応物5-[4-(9H-9-Carbazolyl)-1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydro-2-quinolinyl]-1-pentanolHCID 22339233—
溶媒TetrahydrofuranHCID 8028—
生成物9-[1-(3,4-Dimethoxybenzoyl)-2-[5-(4-fluorophenoxy)pentyl]-1,2,3,4-tetrahydro-4-quinolinyl]-9H-carbazoleHCID 2233929893%

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US06930104B2
出典データセットuspto-grants-2005_08
ORD IDord-a1cedb0e7b554d69ba0f469493e94ad8
出典メモuspto-grants-2005_08