3-Isopropyl-2,5-piperazine-dione → 2-(Propan-2-yl)piperazine

HRID 737144

Reaktionsgleichung

Reaktionsgleichung von HRID 737144
[CH:1]([CH:4]1[NH:9][C:8](=O)[CH2:7][NH:6][C:5]1=O)([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH:1]([CH:4]1[CH2:5][NH:6][CH2:7][CH2:8][NH:9]1)([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 1398273-Isopropyl-2,5-piperazine-dioneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 5589762-(Propan-2-yl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2 g of 3-isopropyl-piperazine-2,5-dione could be suspended in anhydrous THF under nitrogen and cooled in an ice-bath. 4 equiv. of lithium aluminium hydride could be added. The reaction could be stirred at 0° C. for 0.5 h, then heated to reflux overnight. The reaction could be quenched by the subsequent addition of 1 mL/gLiAlH4 of water, 1 mL/gLiAlH4 of 5% aqueous sodium hydroxide solution and 3 mL/gLiAlH4 of water. The resulting solid could be separated by filtration through Celite and rinsed with ethyl acetate. The filtrate could be concentrated in vacuo to afford 2-isopropyl-piperazine.

Aufarbeitung

  1. temperaturecooled in an ice-bath
  2. customThe reaction
  3. temperatureheated
  4. temperatureto reflux overnight
  5. customThe reaction
  6. customcould be quenched by the subsequent addition of 1 mL/gLiAlH4 of water, 1 mL/gLiAlH4 of 5% aqueous sodium hydroxide solution and 3 mL/gLiAlH4 of water
  7. customThe resulting solid could be separated by filtration through Celite
  8. washrinsed with ethyl acetate
  9. concentrationThe filtrate could be concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-317ed03dc2f9415daf9faf2d8f81eaab
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07595397B2

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