Hydrogen Bromide → Galantamine Hydrobromide

HRID 907409

Reaktionsgleichung

Reaktionsgleichung von HRID 907409
[CH3:1][N:2]1[CH2:20][C:14]2[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[C:12]3[C:13]=2[C@:5]2([C@@H:10]([O:11]3)[CH2:9][C@@H:8]([OH:21])[CH:7]=[CH:6]2)[CH2:4][CH2:3]1.[BrH:22]>C(O)(C)C>[CH3:1][N:2]1[CH2:20][C:14]2=[C:13]3[C:12](=[C:17]([O:18][CH3:19])[CH:16]=[CH:15]2)[O:11][C@@H:10]2[C@:5]3([CH:6]=[CH:7][C@H:8]([OH:21])[CH2:9]2)[CH2:4][CH2:3]1.[BrH:22]

Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 9651(-)-Galantamine

Produkt 1

HCID 121587Galantamine Hydrobromide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Total alkaloids (3.5 kg) containing 40% galanthamine, obtained according to example 1, are dissolved in 24 l of isopropanol. The solution, cooled to 0° C., is treated under stirring with 2.1 l of 48% aqueous hydrobromic acid, keeping the temperature during the addition between 0 and 5° C. The mixture is left under stirring at room temperature for three hours, then filtered and the solid is washed with some isopropanol and dried under vacuum at 70° C. 2.28 kg of galanthamine hydrobromide having HPLC purity of 85% are obtained. The resulting solid is suspended in 8 l of water, cooled to 0° C. and diluted with 5.5 l of 10% sodium carbonate. Seven extractions with 5 l of t-butyl acetate are carried out.

Aufarbeitung

  1. customobtained
  2. additionis treated
  3. additionduring the addition between 0 and 5° C
  4. waitThe mixture is left
  5. filtrationfiltered
  6. washthe solid is washed with some isopropanol
  7. customdried under vacuum at 70° C

Quellen und Nachweise

ORD-Eintrag
ord-9811068df79e4d40ac4408b699849e87
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08013151B2

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