Tetrahydrofuran → 4-Butylbenzylamine

HRID 359994Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 359994
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=O)=[CH:13][CH:12]=1)[CH2:8][CH2:9][CH3:10].O1CCCC1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)C>[CH2:7]([C:11]1[CH:12]=[CH:13][C:14]([CH2:15][NH2:17])=[CH:18][CH:19]=1)[CH2:8][CH2:9][CH3:10]

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 62649Sodium sulfate decahydrateHCID 28014584-ButylbenzamideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 40298714-ButylbenzylamineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a suspension of 15 g of lithium aluminum hydride in 200 ml of anhydrous ethyl ether under argon was added, at room temperature, a solution of 32.0 g of 4-butylbenzamide in 200 ml of freshly distilled tetrahydrofuran. The resulting mixture was stirred at room temperature for one hour and then heated at reflux for 20 hours. The mixture was cooled and sodium sulfate decahydrate was cautiously added portionwise to the mixture until it was colorless. The mixture was stirred for 30 minutes. The mixture was filtered and the filter was washed with ether. The filtrate was evaporated in vacuo to yield 29 g (99% yield) of a liquid. The liquid was distilled by Kugelrohr distillation, bp 85° C./0.070 mm of mercury, to give the desired product as a colorless liquid.

Aufarbeitung

  1. additionwas added, at room temperature
  2. temperatureheated
  3. temperatureat reflux for 20 hours
  4. temperatureThe mixture was cooled
  5. stirringThe mixture was stirred for 30 minutes
  6. filtrationThe mixture was filtered
  7. washthe filter was washed with ether
  8. customThe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d38cb1a0e36549379283fd36623c05e3
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05003106

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