Potassium Hydroxide → 2-Bromophenethylamine

HRID 50043

Reaktionsgleichung

Reaktionsgleichung von HRID 50043
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]#[N:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[K+]>CCOCC>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][NH2:10]

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 296252-Bromobenzyl cyanideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 27340912-BromophenethylamineAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

10.0 g (51.0 mmol) 2-bromophenylacetonitrile were dissolved in 80 ml ether and the solution was added dropwise to 5.81 g (153 mol) lithium aluminium hydride in 230 ml ether. The mixture was heated under reflux for three hours, while stirring, and, after cooling, 80 ml potassium hydroxide solution (10 wt. %) were slowly added dropwise, with vigorous stirring. After stirring overnight, the supernatant was decanted off, the residue was rinsed twice with 100 ml ether each time, the combined organic phases were dried over anhydrous magnesium sulfate and filtered and the filtrate was concentrated on a rotary evaporator (500-10 mbar). 9.48 g 2-(2-bromo-phenyl)-ethylamine (93% of theory) were obtained in this manner.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for three hours
  3. temperatureafter cooling
  4. stirringAfter stirring overnight
  5. customthe supernatant was decanted off
  6. washthe residue was rinsed twice with 100 ml ether each time
  7. dry with materialthe combined organic phases were dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationthe filtrate was concentrated on a rotary evaporator (500-10 mbar)

Quellen und Nachweise

ORD-Eintrag
ord-f76d2a2ab81d4d89b8836285fd7b4a6b
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710080B2

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