Benzene → N,N-diallyl-4-bromoaniline

HRID 979797

Reaktionsgleichung

Reaktionsgleichung von HRID 979797
[OH-].[Na+].[CH:3]1[CH:8]=CC=C[CH:4]=1.[Br:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1.[CH2:17](Br)[CH:18]=[CH2:19]>O.[Br-].C([N+](C)(C)C)CCCCCCCCCCCCC>[CH2:8]([N:14]([CH2:19][CH:18]=[CH2:17])[C:13]1[CH:15]=[CH:16][C:10]([Br:9])=[CH:11][CH:12]=1)[CH:3]=[CH2:4]

Komponenten

7

Edukt 4

HCID 241BenzeneHCID 78074-BromoanilineHCID 7841Allyl bromideHCID 14798Sodium Hydroxide

Produkt 1

HCID 13605501N,N-diallyl-4-bromoaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14250Tetradecyltrimethylammonium bromideKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 150 g of sodium hydroxide pastilles in 300 ml of water was added at room temperature a solution of 300 ml of benzene, 11.8 g of tetradecyl trimethyl ammonium bromide, 60.2 g of 4-bromoaniline and 60 ml of allyl bromide and the mixture was stirred at room temperature for 87 hours and was then extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The 89 g of oil residue was chromatographed over silica gel and eluted with cyclohexane to obtain 81.7 g of N,N-diallyl-4-bromoaniline in the form of a yellow liquid boiling at 105° C. at 0.1 mm Hg.

Aufarbeitung

  1. extractionwas then extracted with ethyl acetate
  2. washThe organic phase was washed with water
  3. customdried
  4. customevaporated to dryness under reduced pressure
  5. customThe 89 g of oil residue was chromatographed over silica gel
  6. washeluted with cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-a4679a9d75484e228ee09e7c0adfceb8
Quelldatensatz
uspto-grants-1987_01
Patentnummer
US04634695

Verknüpfte Notizen

Wird geladen…