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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 29060Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/29060

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
EduktHomoallyl bromideHCID 21241—
Edukt2-NaphthylalanineHCID 185915—
LösungsmittelDiethyl EtherHCID 3283—
ProduktBut-3-enyl-((S)-1-phenyl-ethyl)-amineHCID 1055917376,7%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419975B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-e18d2c92ed544433ac683fe4fc95cb76
Quellennotizuspto-grants-2008_09