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HRID 388068作成日:2026年10月26日

Ethyl Acetate → 4-(4-Amino-2,3-dimethylphenoxy)-7-benzyloxy-6-cyanoquinoline

https://huagongshe.com/reaction/388068

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物Sodium hydrideHCID 24758—
反応物4-HydroxyxylidineHCID 76542—
反応物7-Benzyloxy-4-chloro-6-cyanoquinolineHCID 22646519—
溶媒Dimethyl SulfoxideHCID 679—
溶媒WaterHCID 962—
生成物4-(4-Amino-2,3-dimethylphenoxy)-7-benzyloxy-6-cyanoquinolineHCID 2293651642.7%

反応条件

温度100 °C

反応手順

4-Amino-2,3-xylenol (2.80 g) purchased from Tokyo Chemical Industries was dissolved in dimethylsulfoxide (15 ml), and after gradually adding sodium hydride (816 mg) at room temperature, the mixture was stirred for 20 minutes. 7-Benzyloxy-4-chloro-6-cyanoquinoline (3.0 g) was added, and the mixture was heated at 100° C. for 4 hours while stirring. After cooling to room temperature, the reaction solution was distributed between ethyl acetate and water, and the organic layer was washed with water, 1N aqueous sodium hydroxide and saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained crude product was washed with ethyl acetate to obtain the title compound (1.72 g) as light brown crystals.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08372981B2
出典データセットuspto-grants-2013_02
ORD IDord-a5b9a3d025b349dc83b7d96b0902e1fd
出典メモuspto-grants-2013_02