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HRID 2231301作成日:2026年10月27日

Sodium hydride → (E,E)-4-ethyl-2,4-hexadienenitrile

https://huagongshe.com/reaction/2231301

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物Diethyl (cyanomethyl)phosphonateHCID 75676—
反応物2-Butenal, 2-ethyl-HCID 5362897—
溶媒BenzeneHCID 241—
溶媒WaterHCID 962—
生成物(E,E)-4-ethyl-2,4-hexadienenitrileHCID 1432979441%

反応条件

温度0 °C

反応手順

To a mixture of sodium hydride (60% in oil, 7.5 g) and dry benzene (200 ml) was added dropwise diethyl cyanomethylphosphonate (30 g) with stirring at 0° C. under dry nitrogen atmosphere. After stirring for 60 minutes at room temperature, a solution of (E)-2-ethyl-2-butenal (16.6 g) in dry benzene was added thereto at 0° C. with stirring. The resulting mixture was allowed to stand at room temperature for 60 minutes and diluted with water and then extracted with ethyl acetate. The extract was washed successively with water and brine, and then dried over magnesium sulfate. Removal of the solvent gave an oil which was purified by distillation under reduced pressure to give (E,E)-4-ethyl-2,4-hexadienenitrile (8.4 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04782088
出典データセットuspto-grants-1988_11
ORD IDord-5c0a9d2aee4443d4a6f3dd933ee5aaf4
出典メモuspto-grants-1988_11