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HRID 578599作成日:2026年10月27日

Ethanol → 2-(biphenyl-2-yl)-7-bromo-9,9-dimethyl-9H-fluorene

https://huagongshe.com/reaction/578599

反応式

関与物質

役割名称HCID仕込み量
反応物EthanolHCID 702—
反応物Sodium CarbonateHCID 10340—
反応物Biphenyl-2-boronic acidHCID 4589187—
反応物2,7-Dibromo-9,9-dimethylfluoreneHCID 12123876—
触媒HCID 178418397HCID 178418397—
溶媒TolueneHCID 1140—
生成物2-(biphenyl-2-yl)-7-bromo-9,9-dimethyl-9H-fluoreneHCID 5762287663%

反応条件

温度100 °C

反応手順

A mixture of 35.2 g (100 mmol) of 2,7-dibromo-9,9-dimethyl-9H-fluorene, 21.8 g (110 mmol) of biphenyl-2-ylboronic acid, 2.31 g (2 mmol) of Tetrakis(triphenylphosphine)palladium, 75 ml of 2M Na2CO3, 150 ml of EtOH and 300 ml toluene was degassed and placed under nitrogen, and then heated at 100° C. for 12 h. After finishing the reaction. The mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica (hexane-dichloromethane) to give product (26.8 g, 63.0 mmol, 63%) as a white solid. 1H NMR (CDCl3, 400 MHz): δ 7.61 (d, J=7.8 Hz, 1H), 7.55˜7.53 (m, 2H), 7.49˜7.42 (m, 5H), 7.29 (d, J=8.0 Hz, 1H), 7.20˜7.14 (m, 5H), 6.98 (s, 1H), 1.21 (s, 6H)

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09040174B2
出典データセットuspto-grants-2015_05
ORD IDord-524a22c7898446ee9df4c0ed23cf42d6
出典メモuspto-grants-2015_05