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HRID 496944作成日:2026年10月26日

Phenylboronic Acid → 2,6-Dimethylbiphenyl

https://huagongshe.com/reaction/496944

反応式

関与物質

役割名称HCID仕込み量
反応物Phenylboronic AcidHCID 66827—
反応物2-Bromo-m-xyleneHCID 68471—
反応物Potassium FluorideHCID 522689—
触媒palladium(II) acetateHCID 167845—
触媒2-(Di-tert-butylphosphino)biphenylHCID 2734215—
溶媒TetrahydrofuranHCID 8028—
生成物2,6-DimethylbiphenylHCID 13809079%

反応手順

An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.020 mmol, 2.0 mol %), phenylboronic acid (183 mg, 1.5 mmol), and potassium fluoride (174 mg, 3.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) and 2-bromo-m-xylene (0.144 mL, 1.0 mmol) were added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at 65° C. until the starting aryl bromide had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL), filtered through celite, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 144 mg (79%) of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06946560B2
出典データセットuspto-grants-2005_09
ORD IDord-f614fd4d1e1a4e179b1cc44e44e05fda
出典メモuspto-grants-2005_09