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HRID 254810作成日:2026年10月26日

1,2-Dibromoethane → 1-(3-Chlorophenyl)cyclopropanecarbonitrile

https://huagongshe.com/reaction/254810

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m-ChlorophenylacetonitrileHCID 73722—
触媒Tetrabutylammonium IodideHCID 67553—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
溶媒Sodium HydroxideHCID 14798—
生成物1-(3-Chlorophenyl)cyclopropanecarbonitrileHCID 1518529756.3%

反応手順

To a solution of 2-(3-chlorophenyl)acetonitrile (3.2 g, 21 mmol) and 1,2-dibromoethane (3 mL, 35 mmol) in toluene (20 ml), 35% sodium hydroxide and tetrabutylammonium iodide (400 mg, 1.3 mmol) were added. The mixture was vigorously stirred at room temperature for 4 hours. The resulting solution was diluted with water and extracted with ethyl acetate. The organic solution was concentrated to afford brown oil. Chromatography on silica gel (hexane/ethyl acetate=5/1) afforded 1-(3-chlorophenyl)cyclopropanecarbonitrile (2.1 g, 56% yield) as light yellow oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07875647B2
出典データセットuspto-grants-2011_01
ORD IDord-50a83f5ce8a547809609795fe40542b5
出典メモuspto-grants-2011_01