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HRID 29060作成日:2026年10月26日

Dimethylformamide → But-3-enyl-((S)-1-phenyl-ethyl)-amine

https://huagongshe.com/reaction/29060

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物Potassium CarbonateHCID 11430—
反応物Homoallyl bromideHCID 21241—
反応物2-NaphthylalanineHCID 185915—
溶媒Diethyl EtherHCID 3283—
生成物But-3-enyl-((S)-1-phenyl-ethyl)-amineHCID 1055917376.7%

反応条件

温度0 °C

反応手順

To a solution of S-(−)-1-phenyl ethylamine (15.75 g, 130 mmol) in 150 mL of DMF at 0° C. is added K2CO3 (53.9 g, 390 mmol) in small portions. After stirring at 0° C. for 10 min, 4-bromobutene (13.5 g, 100 mmol) is added dropwise and followed by Nal (58.5 g, 390 mmol) in small portions. The reaction mixture, a white suspension, is heated to 95° C. and stirred overnight/16 hrs. The solution is cooled to RT and diluted with 200 mL of ether, and washed with 3×100 ml of water. The organic layer is dried over Na2SO4 and concentrated. The crude product is purified by distillation (65˜70° C. under high vacuum) to yield a colorless liquid(13.5 g, 76.7%). (NMR and MS data confirmed, U-4117-28-23).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07419975B2
出典データセットuspto-grants-2008_09
ORD IDord-e18d2c92ed544433ac683fe4fc95cb76
出典メモuspto-grants-2008_09