Water → p-Methylphenethylamine

HRID 280325

Reaktionsgleichung

Reaktionsgleichung von HRID 280325
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#[N:8])=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>CCOCC>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH2:8])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 76280p-TolylacetonitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 76751p-MethylphenethylamineAusbeute 112,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

4-Methylbenzyl cyanide (10 g) in ether was added dropwise under nitrogen to lithium aluminium hydride (2.9 g) in ether. The solution was refluxed for 1 h at the end of addition. The reaction mixture was cooled, water (3 ml), 2N.NaOH (3 ml), and further water (9 ml) were added, the reaction mixture filtered, the residue washed with chloroform and the combined solvents dried (MgSO4). Evaporation gave 2-(4-methylphenyl)ethanamine (11.59 g).

Aufarbeitung

  1. temperatureThe solution was refluxed for 1 h at the end of addition
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe reaction mixture filtered
  4. washthe residue washed with chloroform
  5. dry with materialthe combined solvents dried (MgSO4)
  6. customEvaporation

Quellen und Nachweise

ORD-Eintrag
ord-8d346d46b6794136a0e86b9fa123deeb
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04588749

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