HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylethylamine → 1-(trans-3-(4-Chlorophenyl)allyl)-perhydroazepin-4-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Azepan-4-one hydrochloride | HCID 22021728 | — |
| Edukt | p-Chlorocinnamyl chloride | HCID 53728250 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 1-(trans-3-(4-Chlorophenyl)allyl)-perhydroazepin-4-one | HCID 68927305 | 48,3% |
Reaktionsschritte
4-Perhydroazepinone hydrochloride (2.5 g, prepared according to Synth. Commun. 1992, 1249-1258) was suspended in acetonitrile (80 ml); diisopropylethylamine (4.4 ml) and 4-chlorocinnamyl chloride (2.7 g) were successively added at room temperature and the resulting reaction mixture was stirred at room temperature for 20 hours. The solvent was removed in vacuo and the residue purified by silica gel chromatography (eluent cyclohexane:ethyl acetate 6:4) to afford 1-(trans-3-(4-chlorophenyl)allyl)-perhydroazepin-4-one (1.84 g) as a foam. MS (ES+) 264/266 (M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846907B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-ca98a52b02d141e9a3692979e8c3ee85 |
| Quellennotiz | uspto-grants-2014_09 |