Reaktion #1377841

Reaktionsgleichung

sodium bicarbonate

9H-Tribenz[b,d,f]azepine

3-Chloropropionyl chloride

triethylamine

→

3-chloro-1-(9H-tribenz[b,d,f]azepine-9-yl)propan-1-one

Ausbeute 94.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturat reflux temperature for 1.5 hour
3. 3
   Sonstigethe phases were separated
4. 4
   WaschenThe organic phase was washed with brine (10 ml)
5. 5
   Trocknendried (MgSO4)
6. 6
   Einengenconcentrated in vacuo

Vorschrift

9H-Tribenz[b,d,f]azepine (0.17 g, 0.70 mmol, prepared similarly as described by H. C. Axtell et al., J.Org.Chem. 56, 3906 (1991)) was suspended in dry toluene (5 ml). 3-Chloropropionyl chloride (0.13 g, 1.0 mmol) and triethylamine (0.1 ml) were added and the mixture was heated at reflux temperature for 1.5 hour. Saturated aqueous sodium bicarbonate (10 ml) was added, and the phases were separated. The organic phase was washed with brine (10 ml), dried (MgSO4) and concentrated in vacuo, affording 220 mg, (94%) of crude 3-chloro-1-(9H-tribenz[b,d,f]azepine-9-yl)propan-1-one as a foam.

Quelle