Ammonium Hydroxide → 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

HRID 347639Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 347639
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][CH2:10][CH2:9][C:8]1=O.[OH-].[NH4+]>C1COCC1>[NH:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][CH2:10][CH2:9][CH2:8]1

Komponenten

5

Edukt 3

HCID 14923Ammonium HydroxideHCID 2237712,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-oneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 5771922,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

To an ice cold solution of lithium aluminium hydride (4.68 g, 123 mmol) in dry THF (100 ml), under a nitrogen atmosphere, was added dropwise a solution of 2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one (5.0 g, 30.9 mmol) in dry THF (50 ml). The mixture was allowed to warm to room temperature and then heated at reflux for 2 h. The mixture was then cooled to 0° C. and a solution of aqueous ammonium hydroxide (10 ml) in THF (60 ml) was added dropwise. The resultant suspension was stirred for 1 h and then filtered through a pad of celite. The filtrate was evaporated in vacuo to give a tan solid; yield 4.36 g (95%).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 2 h
  3. temperatureThe mixture was then cooled to 0° C.
  4. filtrationfiltered through a pad of celite
  5. customThe filtrate was evaporated in vacuo
  6. customto give a tan solid

Quellen und Nachweise

ORD-Eintrag
ord-4f35f10ec4584bbfb6354bb9f3a5e6b1
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176195B2

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