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HRID 968073作成日:2026年10月23日

Acetonitrile → 2-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrile

https://huagongshe.com/ja/reaction/968073

反応式

関与物質

役割名称HCID仕込み量
反応物AcetonitrileHCID 6342—
反応物Sodium CyanideHCID 8929—
反応物Dimethylamine, hydrochlorideHCID 10473—
反応物4-FluorobenzaldehydeHCID 68023—
溶媒WaterHCID 962—
生成物2-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrileHCID 1130985690.5%

反応手順

Into a 1 l four-necked flask equipped with a thermometer, a stirrer and a dropping funnel, 49.6 g (0.4 mol) of 4-fluorobenzaldehyde and 480 ml of acetonitrile were charged, and a solution comprising 29.4 g (0.64 mol) of sodium cyanide, 81.6 g (1 mol) of dimethylamine hydrochloride and 200 ml of water, was dropwise added over a period of 15 minutes at from 20 to 30° C. with stirring, and then reacted at the same temperature for 18 hours. After completion of the reaction, the mixture was subjected to liquid separation. The organic layer was separated, and acetonitrile was distilled off. The residue was extracted with 400 ml of ethyl acetate, washed with a 5% sodium hydrogen carbonate aqueous solution and water, and then dried over anhydrous sodium sulfate. Ethyl acetate was distilled off, and the obtained oily substance was distilled under reduced pressure to obtain 64.5 g (yield: 90.5%) of the desired compound (boiling point: 100-101° C./1 KPa). The NMR spectrum data thereof are as follows.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06956132B2
出典データセットuspto-grants-2005_10
ORD IDord-103d802ac778452fa9db922f353ede9e
出典メモuspto-grants-2005_10