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Water → Bupropion Hydrochloride

HRID 17019
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 17019
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[Cl:6][C:7]1[CH:8]=[C:9]([C:13](=[O:17])[CH:14](Br)[CH3:15])[CH:10]=[CH:11][CH:12]=1.O>CC(C)=O>[CH3:15][CH:14]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])[C:13]([C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([Cl:6])[CH:8]=1)=[O:17].[ClH:6]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962Water2×HCID 6385Tert-Butylamine2×HCID 4992116alpha-Bromo-3-chloropropiophenone

Produkt 1

HCID 62884Bupropion Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

t-Butylamine was added to a solution of m-chloro-α-bromopropiophenone obtained above in acetone and water and the reaction mixture was refluxed for 2.5 hours. Acetone, water and excessive t-butylamine was evaproated at the temperature of 120° C. The concentrated solution was cooled down to room temperature and then extracted with 1500 ml of chloroform and 250 ml of water. The organic phase was dried with anhydrous sodium sulfate (30 g) and concentrated to dryness under reduced pressure. A solution of HCl in ethanol was added to the concentrated solution at room temperature and a crude product of bupropion hydrochloride was obtained after filtration. The crude product of bupropion hydrochloride was added to 2000 ml ethanol and heated to 70° C., decolorized by activated carbon (2 g) for 30 minutes and filtered. The filtrate was cooled and filtered to obtain wet product of bupropion hydrochloride. The wet product was dried in vacuum (−0.04˜−0.09 MPa, 70° C.) for 4 hours to obtain pure product. Total yield was 72% based on m-chloropropiophenone; and the HPLC's purify was ≧99.9%.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed for 2.5 hours
  2. customwas evaproated at the temperature of 120° C
  3. extractionextracted with 1500 ml of chloroform and 250 ml of water
  4. dry with materialThe organic phase was dried with anhydrous sodium sulfate (30 g)
  5. concentrationconcentrated to dryness under reduced pressure
  6. additionA solution of HCl in ethanol was added to the concentrated solution at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-b8617ab280b7493fb302a5cd3f3e2cdc
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07737302B2

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