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HRID 594779作成日:2026年10月26日

Cesium carbonate → 6-(4-Fluoro-2-methylphenoxy)-1,2,3,4-tetrahydronaphthalen-1-one

https://huagongshe.com/reaction/594779

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1-(Pyridin-2-yl)propan-2-oneHCID 95910—
反応物4-Fluoro-2-methylphenolHCID 136295—
反応物6-Bromo-1-tetraloneHCID 10105069—
溶媒Dimethyl SulfoxideHCID 679—
溶媒WaterHCID 962—
生成物6-(4-Fluoro-2-methylphenoxy)-1,2,3,4-tetrahydronaphthalen-1-oneHCID 11859816095.6%

反応条件

温度100 °C

反応手順

To a suspension of 6-bromo-1,2,3,4-tetrahydronaphthalen-1-one (2.0 g, 8.9 mmol), 4-fluoro-2-methylphenol (1.7 g, 13.3 mmol), 1-pyridin-2-ylacetone (240 mg, 1.8 mmol) and Cs2CO3 (5.8 g, 17.8 mmol) in DMSO (40 mL) was added CuBr (127 mg, 0.9 mmol) at rt under N2. The reaction was stirred at 100° C. overnight. The reaction was cooled, diluted with water (50 mL), and extracted with EtOAc (3×50 mL). Organics were washed with water (3×50 mL) and brine (50 mL), dried (Na2SO4), and concentrated. Purification by silica gel chromatography (PE:EtOAc=30:1) gave 2.3 g (95%) of the title compound as a colorless oil. [M+H] Calc'd for C17H15FO2, 271. Found, 271.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09242968B2
出典データセットuspto-grants-2016_01
ORD IDord-9c62048d734647759b230521e7f70d15
出典メモuspto-grants-2016_01