Potassium Iodide → HCID 86734690, Verbindung

HRID 329022

Reaktionsgleichung

Reaktionsgleichung von HRID 329022
[I-].[K+].C([N:5]([CH2:8]C)[CH2:6][CH3:7])C.[CH:10]1[N:18]2[C:19]3[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=3[CH:21]=[CH:22][C:16]3=[C:17]2[C:12](=[CH:13][CH:14]=[CH:15]3)[CH:11]=1.C1O[C:30]([CH2:32][CH2:33][CH2:34]Cl)([CH3:31])[O:29]C1>O.CN(C=O)C>[CH2:26]1[CH:19]2[CH:20]([CH:21]=[CH:22][C:16]3[C:17]4[N:18]2[C:10]2[CH:7]=[CH:6][N:5]=[CH:8][C:11]=2[C:12]=4[CH2:13][CH2:14][CH:15]=3)[CH2:23][CH:24]([CH2:34][CH2:33][CH2:32][C:30](=[O:29])[CH3:31])[CH2:25]1

Komponenten

7

Edukt 4

HCID 4875Potassium IodideHCID 8471TriethylamineHCID 800792-(3-Chloropropyl)-2-methyl-1,3-dioxolaneHCID 12752824HCID 12752824, Verbindung

Produkt 1

HCID 86734690HCID 86734690, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
62 °C

Versuchsvorschrift

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).

Aufarbeitung

  1. extractionextracted with benzene
  2. customchromatographed through basic alumina
  3. dissolutionThe resulting ketal was dissolved in ether
  4. customHCl gas was bubbled through this solution
  5. customto precipitate the hydrochloride salt of the title compound
  6. customRecrystallization from ethanol
  7. customyielded 350 mg

Quellen und Nachweise

ORD-Eintrag
ord-eefc34aa945b440da2ec42f1a254114a
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04018930

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