Acetic Acid → 3-(R)-(4-Methylphthalimido)piperidine

HRID 530957Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530957
C(O)(=O)C.Cl.Cl.[NH2:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]1.[CH3:14][C:15]1[CH:16]=[C:17]2[C:22](=O)[O:21][C:19](=[O:20])[C:18]2=[CH:24][CH:25]=1>CC(C)=O>[CH3:14][C:15]1[CH:16]=[C:17]2[C:22](=[O:21])[N:7]([C@@H:8]3[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]3)[C:19](=[O:20])[C:18]2=[CH:24][CH:25]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 880694-Methylphthalic anhydrideHCID 16211333(3R)-Piperidin-3-amine--hydrogen chloride (1/2)

Produkt 1

HCID 900022233-(R)-(4-Methylphthalimido)piperidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
27.5 °C

Versuchsvorschrift

In a clean round bottom flask, 100 ml acetic acid, 50 gms 3-(R)-aminopiperidine dihydrochloride & 56.5 gms of 4-methylphthalic anhydride were charged. The reaction mass was refluxed & then cooled to 25-30° C. Acetone was added to the reaction mass & obtained solid was filtered. Acetone was added to the solid obtained & refluxed to get uniform slurry. The reaction mass was cooled to 25-30° C. & filtered. Wet wt 70 gms. In another round bottom flask, methylene dichloride, wet cake and water were charged. The reaction mass was basified & layers were separated. The organic layer was washed with water & concentrated upto half volume. Diisopropyl ether was added to the reaction mass to obtain the product. Dry wt 40 gms, HPLC purity=85%

Aufarbeitung

  1. temperatureThe reaction mass was refluxed
  2. customobtained solid
  3. filtrationwas filtered
  4. additionAcetone was added to the solid
  5. customobtained
  6. temperaturerefluxed
  7. customto get uniform slurry
  8. temperatureThe reaction mass was cooled to 25-30° C.
  9. filtrationfiltered
  10. additionIn another round bottom flask, methylene dichloride, wet cake and water were charged
  11. customlayers were separated
  12. washThe organic layer was washed with water
  13. concentrationconcentrated upto half volume
  14. additionDiisopropyl ether was added to the reaction mass
  15. customto obtain the product
  16. customDry

Quellen und Nachweise

ORD-Eintrag
ord-055a423b3f5041fc829d5e577c2eaca0
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353114B2

Notizen zur Reaktion

Wird geladen…