Reaktion #416204

Reaktionsgleichung

5-chloro-2-pentanone ethylene ketal

potassium iodide

triethylamine

indolo[1,7-ab][1]benzazepine

→

title compound

(±)-5-(trans-1,2,3,4,4a,8,9,14a-octahydropyrido[4',3':2,3]indolo[1,7-ab][1]benzazepin-3-yl)-2-pentanone

Lösungsmittel

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with benzene
2. 2
   Sonstigechromatographed through basic alumina
3. 3
   workup.DISSOLUTIONThe resulting ketal was dissolved in ether
4. 4
   SonstigeHCl gas was bubbled through this solution
5. 5
   Sonstigeto precipitate the hydrochloride salt of the title compound
6. 6
   SonstigeRecrystallization from ethanol
7. 7
   Sonstigeyielded 350 mg

Vorschrift

3.6 grams of potassium iodide and 12 ml. of triethylamine were added to a solution of 5.5 grams of (±)-trans-1,2,3,4,4a,8,9,14a-octahydropyrido[4',3':2,3]=indolo[1,7-ab][1]benzazepine in 50 ml. DMF, followed by addition of 3.7 grams of 5-chloro-2-pentanone ethylene ketal. The mixture was heated at approximately 62° C for 20 hours. The mixture was then poured into water, extracted with benzene, and chromatographed through basic alumina to eliminate remaining benzazepine starting material. The resulting ketal was dissolved in ether. HCl gas was bubbled through this solution to precipitate the hydrochloride salt of the title compound. Recrystallization from ethanol yielded 350 mg. of the title compound, hydrochloride salt, m.p. 258°-259° C(dec).

Quelle