Acetic Acid → Lansoprazole

HRID 394825

Reaktionsgleichung

Reaktionsgleichung von HRID 394825
[CH3:1][C:2]1[C:3]([CH2:14][S:15][C:16]2[NH:20][C:19]3[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=3[N:17]=2)=[N:4][CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11].C([O-])([O-])=[O:26].C([O-])([O-])=O.OO.OO.OO.[Na+].[Na+].[Na+].[Na+].O.C(O)(=O)C>CO.[NH4+].[NH4+].[O-][Mo]([O-])(=O)=O>[CH3:1][C:2]1[C:7]([O:8][CH2:9][C:10]([F:12])([F:11])[F:13])=[CH:6][CH:5]=[N:4][C:3]=1[CH2:14][S+:15]([O-:26])[C:16]1[NH:20][C:19]2[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=2[N:17]=1

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 962WaterHCID 159762Sodium percarbonateHCID 1094080Lansoprazole sulfide

Produkt 1

HCID 3883LansoprazoleAusbeute 238,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 61578Diammonium molybdateKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

10 g of 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]thio]-1H-benzimidazol were dissolved in 50 ml of methanol and 0.3 g of ammonium molybdate were added. The solution was cooled to 10° C., and 3.35 g of sodium percarbonate added slowly, kept stirred at the same temperature for 15 hours. After the reaction ended 250 ml of water were added and the pH of the resulting mixture adjusted to 10 with 10% acetic acid. This was kept stirred for 1 hour and the solid obtained was filtered, and subsequently washed with water and dried in a vacuum oven at 40° C. This provided 9.4 g of lansoprazol (yield: 90%).

Aufarbeitung

  1. additionwere added
  2. stirringThis was kept stirred for 1 hour
  3. customthe solid obtained
  4. filtrationwas filtered
  5. washsubsequently washed with water
  6. customdried in a vacuum oven at 40° C

Quellen und Nachweise

ORD-Eintrag
ord-858f083ce39e4c66a135dc371a8ec34e
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06603009B2

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