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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Homoallyl bromide | HCID 21241 | — |
| Edukt | 2-Naphthylalanine | HCID 185915 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | But-3-enyl-((S)-1-phenyl-ethyl)-amine | HCID 10559173 | 76,7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07419975B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-e18d2c92ed544433ac683fe4fc95cb76 |
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| Quellennotiz | uspto-grants-2008_09 |
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