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Potassium Hydroxide → 2-Benzo[1,3]dioxol-5-ylmethyl-1-tert-butoxycarbonylpiperazine

HRID 1714804
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1714804
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH:11]3[C:16](=O)[NH:15][CH2:14][CH2:13][N:12]3[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:9][C:4]=2[O:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[K+]>O1CCCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH:11]3[CH2:16][NH:15][CH2:14][CH2:13][N:12]3[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:9][C:4]=2[O:3][CH2:2]1
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Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 21226445Aluminium lithium hydrideHCID 231559092-Benzo[1,3]dioxol-5-ylmethyl-1-tert-butoxycarbonyl-3-oxopiperazine

Produkt 1

HCID 231556182-Benzo[1,3]dioxol-5-ylmethyl-1-tert-butoxycarbonylpiperazineAusbeute 66,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

Dissolving 2.00 g of 2-benzo[1,3]dioxol-5-ylmethyl-1-tert-butoxycarbonyl-3-oxopiperazine as synthesized in the above step in 50 ml of tetrahydrofuran, 1.00 g of lithium aluminium hydride was added to the solution which then was heated under reflux for 16 hours. To the solution 10% aqueous potassium hydroxide solution was added, the insoluble matter was filtered off, extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified on silica gel column chromatography (methanol:chloroform=1:19) to provide 1.27 g (66%) of 2-benzo[1,3]dioxol-5-ylmethyl-1-tert-butoxycarbonylpiperazine.

Aufarbeitung

  1. temperaturethen was heated
  2. temperatureunder reflux for 16 hours
  3. filtrationthe insoluble matter was filtered off
  4. extractionextracted with ethyl acetate
  5. dry with materialthe extract was dried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified on silica gel column chromatography (methanol:chloroform=1:19)

Quellen und Nachweise

ORD-Eintrag
ord-30d5f4a6f16e45f4873d184662d36bc2
Quelldatensatz
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07799775B2

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