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HRID 32494作成日:2026年10月25日

1-Bromo-1-chloroethane → 1-(3,4-Dichlorophenyl)cyclopropanecarbonitrile

https://huagongshe.com/reaction/32494

反応式

関与物質

役割名称HCID仕込み量
反応物1-Bromo-1-chloroethaneHCID 11654—
反応物Sodium HydroxideHCID 14798—
反応物(3,4-Dichlorophenyl)acetonitrileHCID 76690—
触媒Benzyl triethylammonium chlorideHCID 66133—
溶媒WaterHCID 962—
生成物1-(3,4-Dichlorophenyl)cyclopropanecarbonitrileHCID 11600939102.4%

反応手順

To a stirred mixture of 3,4-Dichloro-phenylacetonitrile (4.65 g. 25 mmol) triethylbenzylammonium chloride (0.2 g) and 1-bromochoroethane (4.2 ml, 50 mmol), 50% sodium hydroxide (16 ml, 200 mmol) was added dropwise at 50° then the reaction was stirred at 50° for 10 hrs. After cooling to rt, the reaction mixture was diluted with water and extracted with EtOAc (×3). The layers were separated, washed with water (×3) and brine, then dried over MgSO4. Evaporation of the solvent under reduced pressure afforded the title compound (5.43 g) which was then recrystallized from Et2O/hexanes as a pale pink solid (4.49 g, 85%). Lc/MS(ES) m/e 212 [M+H]+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07427623B2
出典データセットuspto-grants-2008_09
ORD IDord-96c9846e5de44999b12d97648020fbad
出典メモuspto-grants-2008_09