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HCID 23111595, Verbindung → HCID 294499, Verbindung

HRID 1816948
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1816948
C([NH:14][CH:15]([CH3:22])[CH2:16][CH2:17][C:18]([CH3:21])([OH:20])[CH3:19])(C1C=CC=CC=1)C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[NH2:14][CH:15]([CH3:22])[CH2:16][CH2:17][C:18]([CH3:21])([OH:20])[CH3:19]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 23111595HCID 23111595, Verbindung

Produkt 1

HCID 294499HCID 294499, VerbindungAusbeute 87,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

The obtained 5-benzhydrylamino-2-methylhexan-2-ol (5.20 g) was dissolved in methanol (250 ml), and thereafter, palladium hydroxide (2.00 g) was added to this solution. The mixture was then stirred in an autoclave under a hydrogen pressure of 9 kg/cm for 2.5 hours. The reaction solution was filtrated using a filter medium (Celite), and the filtrate was then concentrated under a reduced pressure. Thereafter, distilled water (50 ml) was added to the residue, and the liquid was then adjusted to be pH 2.0 by addition of 1 M hydrochloric acid. Thereafter, the solution was washed with diethyl ether (100 ml×3). The water layer was adjusted to be pH 12 by addition of an aqueous 6 M sodium hydroxide solution, followed by extraction with chloroform (100 ml×3). The organic layer was washed with a saturated saline solution and then dried over anhydrous sodium sulfate. The solvent was distilled off under a reduced pressure to obtain 5-amino-2-methyl-2-hexanol (2.01 g).

Aufarbeitung

  1. filtrationThe reaction solution was filtrated
  2. concentrationthe filtrate was then concentrated under a reduced pressure
  3. distillationThereafter, distilled water (50 ml)
  4. additionwas added to the residue
  5. additionby addition of 1 M hydrochloric acid
  6. washThereafter, the solution was washed with diethyl ether (100 ml×3)
  7. additionby addition of an aqueous 6 M sodium hydroxide solution
  8. extractionfollowed by extraction with chloroform (100 ml×3)
  9. washThe organic layer was washed with a saturated saline solution
  10. dry with materialdried over anhydrous sodium sulfate
  11. distillationThe solvent was distilled off under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f91ff5a29566458cb58c573a6130d3c7
Quelldatensatz
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07598244B2

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