Sodium Hydroxide → 1,3-Dimethyl-2,3,9,10,11,12-hexahydro-1H-quino[4,3,2-ef][1,4]benzoxazepine

HRID 1195776Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1195776
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:11][N:12]1[C:18]2=[C:19]3[C:24](=[N:25][C:26]4=[CH:27][CH:28]=[CH:29][C:16](=[C:17]24)[O:15][CH:14]([CH3:30])[C:13]1=O)[CH2:23][CH2:22][CH2:21][CH2:20]3.[OH-].[Na+]>O1CCCC1.C(OCC)(=O)C>[CH3:11][N:12]1[C:18]2=[C:19]3[C:24](=[N:25][C:26]4=[CH:27][CH:28]=[CH:29][C:16](=[C:17]24)[O:15][CH:14]([CH3:30])[CH2:13]1)[CH2:23][CH2:22][CH2:21][CH2:20]3

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 537292451,3-dimethyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one

Produkt 1

HCID 538317681,3-Dimethyl-2,3,9,10,11,12-hexahydro-1H-quino[4,3,2-ef][1,4]benzoxazepineAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of lithium aluminum hydride in tetrahydrofuran (1M, 14.0 ml) and dry tetrahydrofuran (30 ml) was added aluminum chloride (1.86 g) in portions, with stirring. The reaction mixture was stirred for five mins and 1,3-dimethyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (3.95 g) was added. After stirring for 30 min, ethyl acetate (200 ml) and 10% sodium hydroxide solution (200 ml) were added, and the organic layer was separated, dried over anhydrous magnesium sulfate and concentrated. Recrystallization of the residue from diethyl ether/pentane gave 2.2 g (59%) of product, mp 125°-126.5° C.

Aufarbeitung

  1. stirringThe reaction mixture was stirred for five mins
  2. stirringAfter stirring for 30 min
  3. customthe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customRecrystallization of the residue from diethyl ether/pentane

Quellen und Nachweise

ORD-Eintrag
ord-28a6de13809640d58b4351c447826f1c
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112829

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