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HRID 557618作成日:2026年10月26日

1,2-Dibromoethane → 1-(Biphenyl-4-YL)-cyclopropanecarbonitrile

https://huagongshe.com/reaction/557618

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-DibromoethaneHCID 7839—
反応物Ethyl AcetateHCID 8857—
反応物Potassium HydroxideHCID 14797—
反応物4-BiphenylacetonitrileHCID 35856—
触媒Tetrabutylammonium BromideHCID 74236—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物1-(Biphenyl-4-YL)-cyclopropanecarbonitrileHCID 6666052899.4%

反応条件

温度65 °C

反応手順

4-phenyl-phenylacetonitrile (VWR scientific, 55.7 g, 289 mmol) was added to a solution of KOH (161.6 g, 2890 mmol) in water (170 mL) and toluene (550 mL) at room temperature. Tetrabutyl ammonium bromide (9.2 g, 29 mmol) followed by 1,2 dibromoethane (64.9 g, 347 mmol) were added and the solution was heated to 65° C. overnight. Reaction complete by TLC (10% EtOAc/hex). The organic layer was extracted 2 times with dilute hydrochloric acid, dried and evaporated to yield 63 g of 1-(biphenyl-4-yl)cyclopropanecarbonitrile.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08058300B2
出典データセットuspto-grants-2011_11
ORD IDord-0b724cd5e16b465b81f0a7b601e04b9c
出典メモuspto-grants-2011_11