Sodium Hydroxide → 8-Methoxy-2,3,4,5-tetrahydro-1H-benzo(c)azepine

HRID 412594Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 412594
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:18][CH2:17][CH2:16][NH:15][C:14](=O)[C:13]=2[CH:20]=1.[OH-].[Na+]>O1CCCC1.O1CCOCC1>[CH3:7][O:8][C:9]1[CH:10]=[CH:11][C:12]2[CH2:18][CH2:17][CH2:16][NH:15][CH2:14][C:13]=2[CH:20]=1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 112755298-Methoxy-2,3,4,5-tetrahydro-benzo[c]azepin-1-oneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 154969548-Methoxy-2,3,4,5-tetrahydro-1H-benzo(c)azepineAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of lithium aluminum hydride (3.07 g) in tetrahydrofuran (60 ml) was dropwise added a solution of 8-methoxy-2,3,4,5-tetrahydrobenz[c]azepin-1-one (4.42 g) in 1,4-dioxane (30 ml) with ice-cooling and the mixture was refluxed for 20 hours. After completion of the reaction, 20% aqueous sodium hydroxide solution was added dropwise with ice-cooling, and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was filtrated, and the solvent was evaporated and the residue was dried under reduced pressure to give the title compound (4.05 g).

Aufarbeitung

  1. temperaturecooling
  2. temperaturethe mixture was refluxed for 20 hours
  3. additionwas added dropwise with ice-
  4. temperaturecooling
  5. customAfter completion of the reaction
  6. filtrationthe reaction mixture was filtrated
  7. customthe solvent was evaporated
  8. customthe residue was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b7ee8df23e1f4a1b87923caa18e30898
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562828B1

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