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HRID 2080039作成日:2026年10月25日

Bromobenzene → [1,1'-Biphenyl]-3-carbonitrile

https://huagongshe.com/reaction/2080039

反応式

関与物質

役割名称HCID仕込み量
反応物BromobenzeneHCID 7961—
反応物Ethyl AcetateHCID 8857—
反応物Cesium carbonateHCID 10796—
反応物3-Cyanophenylboronic acidHCID 2734325—
触媒HCID 178418397HCID 178418397—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物[1,1'-Biphenyl]-3-carbonitrileHCID 3434067.3%

反応手順

To a solution of 3-cyanophenylboronic acid (1.0 g, 6.81 mmol) and bromobenzene (1.07 g, 6.81 mmol) in N,N-dimethylformamide (100 mL) were added tetrakis(triphenylphosphine)palladium(0) (0.393 g, 0.341 mmol) and cesium carbonate (2.77 g, 8.51 mmol) under nitrogen atmosphere, and the mixture was stirred for 4 hours under reflux. The reaction mixture was allowed to room temperature, ethyl acetate and water were added for partitioning, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1), and biphenyl-3-carbonitrile (821 mg, 67%) was obtained as a yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07932272B2
出典データセットuspto-grants-2011_04
ORD IDord-2cd821fa646f4c25874bd3000f655fec
出典メモuspto-grants-2011_04