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HRID 227872作成日:2026年10月26日

4-Chloroanisole → 4-Methoxybiphenyl

https://huagongshe.com/reaction/227872

反応式

関与物質

役割名称HCID仕込み量
反応物4-ChloroanisoleHCID 12167—
反応物Phenylboronic AcidHCID 66827—
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4-MethoxybiphenylHCID 1194396%

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 4-chloroanisole (0.123 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 room temperature until the starting aryl chloride 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 176 mg (96%) of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07560582B2
出典データセットuspto-grants-2009_07
ORD IDord-91add83291a24708ac9bef36a53b679f
出典メモuspto-grants-2009_07