Butylamine → 1-Butyl-3-pyrroline

HRID 366868

Reaktionsgleichung

Reaktionsgleichung von HRID 366868
[CH3:1]/[CH:2]=[CH:3]\[CH3:4].[CH2:5]([NH2:9])[CH2:6][CH2:7][CH3:8]>C1(C)C=CC=CC=1>[CH2:1]([N:9]1[CH2:8][CH:7]=[CH:6][CH2:5]1)[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 2

HCID 8007ButylamineHCID 5287573cis-2-BUTENE

Produkt 1

HCID 136769381-Butyl-3-pyrrolineAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To a solution of 60.0 g of the cis-2-butene derivative solution prepared in Example 1 and 250 g of toluene in a round flask reactor, 117.0 g (1.6 mol) of butylamine was added dropwise with stirring for 30 min. at about 5° C. using an ice-bath. After 2 hours of stirring, the crystallized solid was removed by filtration; 42.0 g of 35% HCl (aq) was added to the filtrate, and then excess benzylamine hydrochloride was removed by filtration or extraction. After the solvent was evaporated under reduced pressure, 46.1 g of 1-butyl-3-pyrroline (yield 92.0%) was obtained.

Aufarbeitung

  1. stirringAfter 2 hours of stirring
  2. customthe crystallized solid was removed by filtration
  3. addition42.0 g of 35% HCl (aq) was added to the filtrate
  4. customexcess benzylamine hydrochloride was removed by filtration or extraction
  5. customAfter the solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d9494f9614bf471badf8607d19a70958
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06130338

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