Sodium Iodide → HCID 17830867, Verbindung

HRID 1870459Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1870459
[CH3:1][C:2]1[CH:20]=[C:19]([NH:21][C:22](=[O:25])[CH2:23]Cl)[CH:18]=[CH:17][C:3]=1[C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[C:34]1([OH:44])[C:43]2[CH2:42][CH2:41][CH2:40][CH2:39][C:38]=2[CH:37]=[CH:36][CH:35]=1>CN(C)C=O.C(OCC)(=O)C>[CH3:1][C:2]1[CH:20]=[C:19]([NH:21][C:22](=[O:25])[CH2:23][O:44][C:34]2[CH:35]=[CH:36][CH:37]=[C:38]3[C:43]=2[CH2:42][CH2:41][CH2:40][CH2:39]3)[CH:18]=[CH:17][C:3]=1[C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5]

Komponenten

7

Edukt 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 682585,6,7,8-Tetrahydro-1-naphtholHCID 18001078HCID 18001078, Verbindung

Produkt 1

HCID 17830867HCID 17830867, VerbindungAusbeute 68,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

1-[2-Methyl-4-(2-chloroacetylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.8 g) is dissolved in dimethylformamide (5 ml), and thereto are added potassium carbonate (0.47 g), sodium iodide (0.51 g) and 5,6,7,8-tetrahydro-1-naphthol (0.40 g), and the mixture is stirred at 60° C. for three hours. To the reaction solution is added ethyl acetate, and the mixture is washed with a saturated aqueous potassium hydrogen sulfate solution and a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated. The resulting residue is allowed to stand for one day, washed with dichloromethane, filtered, and dried to give 1-{2-methyl-4-[2-(5-tetrahydronaphthyloxy)acetylamino]benzoyl}-2,3,4,5-tetrahydro-1H-benzazepine (0.72 g) as white powder.

Aufarbeitung

  1. washthe mixture is washed with a saturated aqueous potassium hydrogen sulfate solution
  2. dry with materiala saturated aqueous sodium chloride solution, dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. waitto stand for one day
  6. washwashed with dichloromethane
  7. filtrationfiltered
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a11bdf46a51e49f48270b076ea0d4a58
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06096735

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