Hydrochloric Acid → 1-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one

HRID 451372Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 451372
[CH3:1][C:2]1[N:6]=[C:5]([N:7]2[CH2:16][CH2:15][C:10]3(OCC[O:11]3)[CH2:9][CH2:8]2)[S:4][N:3]=1.Cl.C([O-])(O)=O.[Na+]>CC(C)=O>[CH3:1][C:2]1[N:6]=[C:5]([N:7]2[CH2:8][CH2:9][C:10](=[O:11])[CH2:15][CH2:16]2)[S:4][N:3]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 583979828-(3-Methyl-[1,2,4]thiadiazol-5-yl)-1,4-dioxa-8-aza-spiro[4.5]decane

Produkt 1

HCID 592585101-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-oneAusbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 8-(3-methyl-[1,2,4]thiadiazol-5-yl)-1,4-dioxa-8-aza-spiro[4.5]decane (1.75 g, 7 mmol) in acetone (15 mL) was added 2 N aqueous HCl solution (50 mL) and stirred at 50° C. for 3 hours. The reaction mixture was cooled to 0° C. and saturated aqueous NaHCO3 solution was added dropwise until pH 7. The aqueous phase was extracted three times with dichloromethane, the combined organic phases were dried over sodium sulfate and the solvent was evaporated to give the title compound as a light brown solid (1.29 g, 90%).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to 0° C.
  2. extractionThe aqueous phase was extracted three times with dichloromethane
  3. dry with materialthe combined organic phases were dried over sodium sulfate
  4. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-f5b762acf861447c87a6521dcb78805b
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486967B2

Notizen zur Reaktion

Wird geladen…