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HRID 14474作成日:2026年10月25日

Cesium carbonate → 7-(Benzhydrylideneamino)-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one

https://huagongshe.com/reaction/14474

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium carbonateHCID 10796—
反応物Benzophenone imineHCID 136809—
反応物Binap, (A+-)-HCID 634876—
反応物Trifluoromethanesulfonic acid 3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl esterHCID 86625612—
触媒palladium(II) acetateHCID 167845—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
生成物7-(Benzhydrylideneamino)-3-(4-chlorophenyl)-2-isopropyl-chromen-4-oneHCID 86625613—

反応条件

温度80 °C

反応手順

A mixture of trifluoromethanesulfonic acid 3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl ester (6.96 g, 15.6 mmol), palladium acetate (0.35 g, 1.56 mmol), cesium carbonate (12.7 g, 38.9 mmol) and racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP; 0.97 g, 1.56 mmol) in anhydrous tetrahydrofuran (230 ml) under an atmosphere of nitrogen is treated with benzophenone imine (3.66 g, 20.2 mmol) and allowed to stir at 80° C. for 22 hours. After allowing the resultant mixture to stir at room temperature for an additional 24 hours, it is diluted with water (300 ml) and extracted with ethyl acetate (3×300 ml). The organic extracts are combined, washed with brine, dried (MgSO4), filtered, concentrated in vacuo and purified by flash chromatography over silica gel (10% ethyl acetate/cyclohexane) to afford the desired compound as a dark yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07732435B2
出典データセットuspto-grants-2010_06
ORD IDord-0479cbb4c10b496d83215aa7d8ce704d
出典メモuspto-grants-2010_06