Hydrogen Peroxide → 4,4-Diethyl-4,5-dihydro-3H-pyrazole

HRID 12477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 12477
[CH2:1]([C:3]([CH2:8][CH3:9])([CH2:6][NH2:7])[CH2:4][NH2:5])[CH3:2].OO.[O-]Cl.[Na+]>O.CO>[CH2:1]([C:3]1([CH2:8][CH3:9])[CH2:6][N:7]=[N:5][CH2:4]1)[CH3:2]

Komponenten

6

Edukt 3

HCID 784Hydrogen PeroxideHCID 4325891,3-Diamino-2,2-diethylpropaneHCID 23665760Sodium Hypochlorite

Produkt 1

HCID 218235344,4-Diethyl-4,5-dihydro-3H-pyrazoleAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

2,2-Diethyl-propane-1,3-diamine (5.0 g) was taken up in a mixture of H2O (40 mL) and MeOH (10 mL), and cooled in an ice bath. Simultaneously, H2O2 (24.2 mL of a 30% solution, 6 equiv.) and NaClO (54.9 mL of a 10% solution, 2.4 equiv.) were added dropwise, the ice bath was removed, and the mixture was stirred for 2 h. at room temperature. Extraction with DCM, drying over Na2SO4 and evaporation under reduced pressure yielded 3.51 g of a clear, yellow liquid containing 77% of the anticipated product and 23% of the diamine starting material. This material was used in subsequent steps without further purification. 1H NMR (400 MHz, CDCl3) δ 0.78 (t, J=7.5 Hz, 6H), 1.36 (q, J=7.5 Hz, 4H), 4.14 (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 3.51 g of a clear, yellow liquid

Quellen und Nachweise

ORD-Eintrag
ord-e38ddba0bf6b4ab48ea0622ffafd9638
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728018B2

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