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HRID 1428743作成日:2026年10月27日

Dimethylformamide → Methyl 2-(3-chloro-4-cyanophenyl)acetate

https://huagongshe.com/reaction/1428743

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物Methyl 2-[3-chloro-4-(trifluoromethylsulfonyloxy)phenyl]acetateHCID 3564187—
触媒Zinc cyanide (Zn(CN)2)HCID 11186—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒Ethyl AcetateHCID 8857—
生成物Methyl 2-(3-chloro-4-cyanophenyl)acetateHCID 356418637%

反応条件

温度80 °C

反応手順

To a stirred solution of methyl 2-(3-chloro-4-(trifluoromethylsulfonyloxy)-phenyl)acetate (4.419 g, 13.283 mmol) in dimethylformamide were added zinc cyanide (1.6 g, 13.681 mmol) and tetrakis(triphenylphosphine) palladium (1.5 g, 1.3283 mmol). The reaction mixture was stirred for 34 h at 80° C., then cooled to room temperature and diluted with ethyl acetate. The mixture was filtered using celite pad. The filtrate dissolved in ethyl acetate and extracted with NaHCO3. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography to give methyl 2-(3-chloro-4-cyanophenyl)acetate (1.044 g, 37%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08937092B2
出典データセットuspto-grants-2015_01
ORD IDord-be61a005c1f74ea6a7415c877677fe29
出典メモuspto-grants-2015_01