Sodium Hydroxide → 1-(5-Chloropyrimidin-2-yl)piperidin-4-one

HRID 68793Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 68793
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:8]2[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)=[N:6][CH:7]=1.[OH-].[Na+]>Cl>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:8]2[CH2:17][CH2:16][C:11](=[O:12])[CH2:10][CH2:9]2)=[N:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 682901798-(5-Chloropyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

Produkt 1

HCID 682896071-(5-Chloropyrimidin-2-yl)piperidin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of 8-(5-chloropyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane (4.2 g) in 6 M aqueous HCl (50 mL) is stirred at room temperature for 60 h. The solution is cooled in ice bath and 4 M aqueous NaOH solution (90 mL) is added in portions to make the solution strongly basic (pH˜14). The mixture is extracted with dichloromethane (2×200 mL) and the combined organic layers are dried over Na2SO4, filtered and concentrated to yield the title compound.

Aufarbeitung

  1. temperatureThe solution is cooled in ice bath
  2. extractionThe mixture is extracted with dichloromethane (2×200 mL)
  3. dry with materialthe combined organic layers are dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d9c085edf15e415ebd1c4247be5d2954
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822471B2

Notizen zur Reaktion

Wird geladen…