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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83979Erstellt: 23. Oktober 2026

Diisopropylethylamine → 1-(trans-3-(4-Chlorophenyl)allyl)-perhydroazepin-4-one

https://huagongshe.com/de/reaction/83979

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktAzepan-4-one hydrochlorideHCID 22021728—
Eduktp-Chlorocinnamyl chlorideHCID 53728250—
LösungsmittelAcetonitrileHCID 6342—
Produkt1-(trans-3-(4-Chlorophenyl)allyl)-perhydroazepin-4-oneHCID 6892730548,3%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846907B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-ca98a52b02d141e9a3692979e8c3ee85
Quellennotizuspto-grants-2014_09