Sodium Sulfate → 2-(4-Benzyloxy-phenyl)-ethylamine

HRID 850453

Reaktionsgleichung

Reaktionsgleichung von HRID 850453
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22]#[N:23])=[CH:17][CH:16]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH2:7]([O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][CH2:22][NH2:23])=[CH:19][CH:20]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Komponenten

5

Edukt 3

HCID 24436Sodium SulfateHCID 5228044-BenzyloxyphenylacetonitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 2009572-(4-Benzyloxy-phenyl)-ethylamineAusbeute 17,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

LAH (2.82 g, 0.15 mol, 1.5 eq) was dissolved in THF (50 ml), and to this solution was added dropwise a THF solution (50 ml) of 4-benzyloxyphenyl-acetonitrile (11.1 g, 0.05 mol, 1.0 eq) under ice-cooling. After the completion of the dropwise addition, the mixture was refluxed under heating for 1.5 hours. The reaction mixture was cooled to room temperature, and a saturated aqueous sodium sulfate solution (about 40 ml) was added under ice-cooling. After filtration through Celite, the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (chloroform/methanol=10/1) to give 2-(4-benzyloxyphenyl)ethylamine (2.02 g, 17.9%) as colorless needles.

Aufarbeitung

  1. temperaturecooling
  2. additionAfter the completion of the dropwise addition
  3. temperaturethe mixture was refluxed
  4. temperatureunder heating for 1.5 hours
  5. temperaturecooling
  6. filtrationAfter filtration through Celite
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. customThe obtained residue was purified by column chromatography (chloroform/methanol=10/1)

Quellen und Nachweise

ORD-Eintrag
ord-c3d6b82f3fc54961b9ea1904b810bbd8
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06017919

Verknüpfte Notizen

Wird geladen…