Hydrochloric Acid → Duloxetine Hydrochloride

HRID 1694626

Reaktionsgleichung

Reaktionsgleichung von HRID 1694626
[CH3:1][NH:2][CH2:3][CH2:4][C@H:5]([O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12)[C:6]1[S:10][CH:9]=[CH:8][CH:7]=1.[ClH:22]>CC(C)=O.C(OCC)C>[CH3:1][NH:2][CH2:3][CH2:4][C@H:5]([O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12)[C:6]1[S:10][CH:9]=[CH:8][CH:7]=1.[ClH:22]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 60835Duloxetine

Produkt 1

HCID 60834Duloxetine HydrochlorideAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Duloxetine base (99% ee, 0.5 g, 1.68 mmoles) was dissolved in acetone (5 mL) and stirred with cooling in an ice-water bath. Hydrochloric acid in diethyl ether (2M, 0.8 mL) was added, and a precipitate formed within 2 minutes. The mixture was stirred at ambient temperature 16 hours, filtered and the collected solid washed with acetone (0.5 mL). The white solid was then dried under vacuum at ambient temperature to yield duloxetine hydrochloride (0.485 g, 1.45 mmoles, yield: 86%; Chiral HPLC: 99.5% ee).

Aufarbeitung

  1. temperaturewith cooling in an ice-water bath
  2. customa precipitate formed within 2 minutes
  3. stirringThe mixture was stirred at ambient temperature 16 hours
  4. filtrationfiltered
  5. washthe collected solid washed with acetone (0.5 mL)
  6. customThe white solid was then dried under vacuum at ambient temperature

Quellen und Nachweise

ORD-Eintrag
ord-503f92caa39a48a5874a234db96d37b6
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158808B2

Verknüpfte Notizen

Wird geladen…