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HRID 254514作成日:2026年10月27日

2-Bromobenzyl cyanide → 2-(2-Cyclopropylphenyl)acetonitrile

https://huagongshe.com/reaction/254514

反応式

関与物質

役割名称HCID仕込み量
反応物2-Bromobenzyl cyanideHCID 29625—
反応物Potassium Phosphate, TribasicHCID 62657—
反応物TricyclohexylphosphineHCID 75806—
反応物Cyclopropylboronic acidHCID 2760897—
触媒palladium(II) acetateHCID 167845—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物2-(2-Cyclopropylphenyl)acetonitrileHCID 5895177563.6%

反応条件

温度100 °C

反応手順

To a solution of 0.784 g (4 mmol) 2-bromophenyl-acetonitrile in 16 ml toluene were added 0.8 ml water, 0.412 g (4.8 mmol) cyclopropylboronic acid, 2.97 g (14 mmol) tribasic potassium phosphate, 0.1 12 g (0.4 mmol) tricyclohexylphosphine and 0.045 g (0.2 mmol) palladium(II) acetate. The reaction mixture was stirred at 100° C. for 2 days. The solvent was evaporated and the residue taken up in water and ethyl acetate. The organic layer was washed with brine, dried over MgSO4, filtered and evaporated. The residue was purified using column chromatography (SiO2, heptane/ethyl acetate 98:2) to yield 0.40 g of (2-cyclopropyl-phenyl)-acetonitrile as a light-yellow oil that was used directly for the next step.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07875645B2
出典データセットuspto-grants-2011_01
ORD IDord-4d171b5178dd4365b39a40fdf193045c
出典メモuspto-grants-2011_01