Hydrochloric Acid → 2,3,4,5-Tetrahydro-1H-3-benzazepine--hydrogen chloride (1/1)

HRID 1668596Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1668596
[CH2:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][C:4](=O)[NH:3][C:2]1=O.CO.[ClH:16]>C(OCC)C>[ClH:16].[CH2:5]1[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[CH2:1][CH2:2][NH:3][CH2:4]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 7405391H-3-benzazepine-2,4(3H,5H)-dione

Produkt 1

HCID 170652302,3,4,5-Tetrahydro-1H-3-benzazepine--hydrogen chloride (1/1)Ausbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a suspension of 1,5-dihydro-benzo[d]azepine-2,4-dione (9.3 g) in toluene (250 ml) borane-methylsulfide complex (20 ml) was added dropwise under nitrogen atmosphere, then the mixture was heated at reflux for 4 h. MeOH (20 ml) was added dropwise and the mixture refluxed for additional 1 h, then cooled to room temperature. A 10% solution of anidrous HCl in ethyl ether (50 ml) was added and the solid precipitate was filtered off, washed with ethyl ether and desiccated under reduced pressure to afford the title compound as a white solid (7.6 g, 78% yield).

Aufarbeitung

  1. additionwas added dropwise under nitrogen atmosphere
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 4 h
  4. temperaturethe mixture refluxed for additional 1 h
  5. filtrationthe solid precipitate was filtered off
  6. washwashed with ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-90abf9a9ab5a46259508b58d628e8345
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989444B2

Notizen zur Reaktion

Wird geladen…