Reaktion #40786

Reaktionsgleichung

C-(4-Aminomethyl-tetrahydro-pyran-4-yl)-methylamine

H2O2

NaClO

→

anticipated product

Ausbeute 85.0%

8-Oxa-2,3-diaza-spiro[4.5]dec-2-ene

Ausbeute 85.0%

Lösungsmittel

H2O

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled in an ice bath
2. 2
   Sonstigethe ice bath was removed
3. 3
   ExtraktionExtraction with DCM
4. 4
   Trocknendrying over Na2SO4 and evaporation under reduced pressure
5. 5
   Sonstigeyielded 380 mg of a clear, light-yellow liquid

Vorschrift

C-(4-Aminomethyl-tetrahydro-pyran-4-yl)-methylamine (1.0 g) was taken up in a mixture of H2O (10 mL) and MeOH (2.5 mL), and cooled in an ice bath. Simultaneously, H2O2 (4.8 mL of a 30% solution, 6 equiv.) and NaClO (12.4 mL of a 10% solution, 2.4 equiv.) were added dropwise, the ice bath was removed, and the mixture was stirred overnight at room temperature. Extraction with DCM, drying over Na2SO4 and evaporation under reduced pressure yielded 380 mg of a clear, light-yellow liquid containing 85% of the anticipated product and 15% of the diamine starting material. This material was used in subsequent steps without further purification. 1H NMR (400 MHz, CDCl3) δ 1.49 (t, 4H), 3.65 (t, 4H), 4.28 (s, 4H).

Quelle