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HRID 1050237作成日:2026年10月25日

1-Bromo-4-((methylsulfonyl)methyl)benzene → 4,4,5,5-Tetramethyl-2-(4'-((methylsulfonyl)methyl)-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane

https://huagongshe.com/reaction/1050237

反応式

関与物質

役割名称HCID仕込み量
反応物1-Bromo-4-((methylsulfonyl)methyl)benzeneHCID 2761415—
反応物2,2'-(1,4-Phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)HCID 10592495—
触媒HCID 178418397HCID 178418397—
触媒HCID 178418647HCID 178418647—
溶媒TetrahydrofuranHCID 8028—
生成物4,4,5,5-Tetramethyl-2-(4'-((methylsulfonyl)methyl)-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolaneHCID 90059393—

反応条件

温度80 °C

反応手順

1-bromo-4-((methylsulfonyl)methyl)benzene (1.5 g, 6.02 mmol), 1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (4.97 g, 15.05 mmol), and silver carbonate (1.826 g, 6.62 mmol) were dissolved in THF (60.2 ml) and sparged with N2 for 15 min. Then Pd(PPh3)4 (0.348 g, 0.301 mmol) was added and the reaction was heated to 80° C. overnight. The reaction was then cooled to rt, filtered through Celite™ and concentrated in vacuo. The resulting residue was purified by column chromatography on a Biotage™ 50 g column by eluting with 5% to 50% EtOAc:Hex to yield the desired product. 1H NMR δ (ppm) 7.83 (d, 2H), 7.69 (d, 2H), 7.64 (d, 2H), 7.54 (d, 2H), 4.46 (s, 2H), 2.89 (s, 3H), 1.4 (12H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09382243B2
出典データセットuspto-grants-2016_07
ORD IDord-3ca29cbe1875486984f01544e6e6fc8e
出典メモuspto-grants-2016_07