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HRID 585363作成日:2026年10月27日

4-Ethoxy-m-anisic acid → 1-(4-Ethoxy-3-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinol

https://huagongshe.com/reaction/585363

反応式

関与物質

役割名称HCID仕込み量
反応物4-Ethoxy-m-anisic acidHCID 77069—
反応物1,2,3,4-Tetrahydro-2-methyl-4-quinolinolHCID 147634—
反応物4-Ethoxy-3-methoxybenzoyl chlorideHCID 12843153—
溶媒PyridineHCID 1049—
生成物1-(4-Ethoxy-3-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinolHCID 2233920130%

反応手順

2-Methyl-1,2,3,4-tetrahydro-4-quinolinol (7.1 g, 43.5 mmol) synthesized in the published manner was dissolved in pyridine (50 ml), followed by addition of 4-ethoxy-3-methoxybenzoyl chloride prepared from 4-ethoxy-3-methoxybenzoic acid (9.2 g, 46.4 mmol). After stirring at room temperature for 16 hours, the reaction mixture was concentrated and extracted by addition of ethyl acetate and water. After the organic layer was dried and concentrated, the residue was applied to silica gel column chromatography (developing solvent: ethyl acetate/hexane=1/1) and the resulting eluate was recrystallized from ethyl acetate-hexane to give the titled compound (4.4 g, yield: 30%) as a white crystal.

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-3cc5cfec28264839b428a7fea88b71be
出典メモuspto-grants-2005_08