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HRID 541122作成日:2026年10月27日

Toluene → 2'-Chloro-4'-methyl-biphenyl-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/541122

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Potassium Phosphate, TribasicHCID 62657—
反応物4-Bromo-3-chlorotolueneHCID 138789—
反応物Ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 2773962—
触媒HCID 178418476HCID 178418476—
溶媒WaterHCID 962—
生成物2'-Chloro-4'-methyl-biphenyl-2-carboxylic acid ethyl esterHCID 59492677126%

反応条件

温度110 °C

反応手順

Under an argon atmosphere, 4-bromo-3-chlorotoluene (200 g), ethyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (376 g), toluene (1000 ml), water (1000 ml), tripotassium phosphate (412 g) and dichlorobis(triphenylphosphine)palladium(II) (14 g) were added to a reaction vessel and the mixture was stirred at 110° C. for 2 hr. The reaction mixture was cooled to room temperature. The insoluble material was filtered off, and washed with water (500 ml) and toluene (500 ml). The filtrate was partitioned in a separatory funnel. The organic layer was washed twice with water (1000 ml), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title compound (337 g). The obtained residue was directly used for the next reaction without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08871934B2
出典データセットuspto-grants-2014_10
ORD IDord-0d92cfa523014d60b4ddb2db0ade9306
出典メモuspto-grants-2014_10