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Aniline → Bis-(6-bromo-hexyl)-phenyl-amine

HRID 494902
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 494902
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:9]([Br:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[C:16]([O-])(=O)[CH3:17].[Na+]>O>[Br:15][CH2:9][CH2:10][CH2:11][CH2:12][CH2:16][CH2:17][N:1]([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][Br:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6115AnilineHCID 517045Sodium AcetateHCID 118068541,1-Dibromohexane

Produkt 1

HCID 67270812Bis-(6-bromo-hexyl)-phenyl-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
97.5 °C

Versuchsvorschrift

0.45 ml of aniline (5 mmol), 2.5 ml of dibromohexane (14.6 mmol), and sodium acetate (14.5. mmol) were charged in a reaction container and slowly heated to about 95 to 100° C. while generating bubbles under a nitrogen atmosphere. The reactant mixture was agitated for about 10 hours at about 95 to 100° C. The mixture was cooled down to room temperature, mixed with 30 ml of distilled water, and agitated for 10 minutes. The mixture was then treated to extract organic layers using ethylacetate, and then was distillated through reduced pressure distillation, thereby obtaining a sticky liquid. The sticky liquid was separated using preparative TLC (eluent: CH2Cl2:Hexane=1:2.5). The obtained compound was confirmed to be the compounds 221 of FIG. 3 using a 1H-NMR spectometry and mass spectometry. The results are shown in FIG. 5.

Aufarbeitung

  1. temperatureThe mixture was cooled down to room temperature
  2. stirringagitated for 10 minutes
  3. additionThe mixture was then treated
  4. extractionto extract organic layers
  5. distillationwas distillated through reduced pressure distillation
  6. customobtaining a sticky liquid
  7. customThe sticky liquid was separated

Quellen und Nachweise

ORD-Eintrag
ord-c35e959f12a949f7b352ec623a24a14b
Quelldatensatz
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07538199B2

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