Acetone → 3-(R)-(4-Methylphthalimido)piperidine

HRID 530958Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530958
[CH3:1][OH:2].Cl.Cl.[NH2:5][C@@H:6]1[CH2:11][CH2:10][CH2:9][NH:8][CH2:7]1.[OH-:12].[Na+].[CH3:14][C:15]([CH3:17])=O>>[CH3:14][C:15]1[CH:17]=[C:6]2[C:7](=[O:12])[N:5]([C@@H:6]3[CH2:11][CH2:10][CH2:9][NH:8][CH2:7]3)[C:1](=[O:2])[C:11]2=[CH:10][CH:9]=1

Komponenten

5

Edukt 4

HCID 180AcetoneHCID 887MethanolHCID 14798Sodium HydroxideHCID 16211333(3R)-Piperidin-3-amine--hydrogen chloride (1/2)

Produkt 1

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

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

In a clean round bottom flask, 1000 ml methanol and 200 gm 3-(R)-aminopiperidine dihydrochloride were charged. Cooled the reaction mass to 0-10° C. and added 1850 ml 2.5% methanolic NaOH solution slowly at 0-10° C. Stirred and filtered the inorganic solid, distilled out clear filtrate under vacuum below 45° C. Added 400 ml acetic acid and cooled the reaction mass to room temperature, added 226.1 gm 4-methylphthalic anhydride. Reaction mass was refluxed & then cooled to 25-30° C. Acetone was added to the reaction mass & obtained solid was filtered. Acetone was again added to the solid obtained & refluxed to get uniform slurry. The reaction mass was cooled to 25-30° C. & filtered. Dry wt: 280 gms.

Aufarbeitung

  1. filtrationfiltered the inorganic solid
  2. distillationdistilled out clear filtrate under vacuum below 45° C
  3. additionAdded 400 ml acetic acid
  4. temperaturecooled the reaction mass to room temperature
  5. additionadded 226.1 gm 4-methylphthalic anhydride
  6. customReaction mass
  7. temperaturewas refluxed
  8. temperaturecooled to 25-30° C
  9. customobtained solid
  10. filtrationwas filtered
  11. additionAcetone was again added to the solid
  12. customobtained
  13. temperaturerefluxed
  14. customto get uniform slurry
  15. temperatureThe reaction mass was cooled to 25-30° C.
  16. filtrationfiltered
  17. customDry

Quellen und Nachweise

ORD-Eintrag
ord-890dd83a095640659b393927c2894b51
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353114B2

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