Hydrogen Peroxide → 2,3-Diaza-spiro[4.5]dec-2-ene

HRID 12483

Reaktionsgleichung

Reaktionsgleichung von HRID 12483
[NH2:1][CH2:2][C:3]1([CH2:9][NH2:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.OO.[O-]Cl.[Na+]>O.CO>[CH2:2]1[C:3]2([CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2)[CH2:9][N:10]=[N:1]1

Komponenten

6

Edukt 3

HCID 784Hydrogen PeroxideHCID 71994[1-(Aminomethyl)cyclohexyl]methanamineHCID 23665760Sodium Hypochlorite

Produkt 1

HCID 593394532,3-Diaza-spiro[4.5]dec-2-ene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

C-(1-Aminomethyl-cyclohexyl)-methylamine (10.0 g) was taken up in a mixture of H2O (40 mL) and MeOH (10 mL), and cooled in an ice bath. Simultaneously, H2O2 (44.3 mL of a 30% solution, 6 equiv.) and NaClO (125.5 mL of a 10% solution, 2.4 equiv.) were added dropwise, the ice bath was removed, and the mixture was stirred for 45 min. at room temperature. Extraction with DCM, drying over Na2SO4 and evaporation under reduced pressure, yielded 8.7 g of a clear, light-yellow liquid. 1H NMR (400 MHz, CDCl3) δ 1.24-1.53 (m, 10H), 4.17 (s, 4H).

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. customthe ice bath was removed
  3. extractionExtraction with DCM
  4. dry with materialdrying over Na2SO4 and evaporation under reduced pressure
  5. customyielded 8.7 g of a clear, light-yellow liquid

Quellen und Nachweise

ORD-Eintrag
ord-2504d08685a64c35a6ba654bf4472cd6
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728018B2

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