Water → (4-Bromobenzylidene)(1-isopropyl-2-methylpropyl)amine

HRID 129560

Reaktionsgleichung

Reaktionsgleichung von HRID 129560
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH3:10][CH:11]([CH:13]([NH2:17])[CH:14]([CH3:16])[CH3:15])[CH3:12].O>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[N:17][CH:13]([CH:14]([CH3:16])[CH3:15])[CH:11]([CH3:12])[CH3:10])=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 707414-BromobenzaldehydeHCID 777023-Pentanamine, 2,4-dimethyl-

Produkt 1

HCID 15225580(4-Bromobenzylidene)(1-isopropyl-2-methylpropyl)amineAusbeute 94,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6101p-Toluenesulfonic acidKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 4-bromobenzaldehyde (7.3 g, 40.0 mmol), 2,4-dimethylpent-3-ylamine (4.8 g, 41.4 mmol), and para-toluenesulfonic acid (0.05 g, 0.29 mmol) in 125 mL of toluene was heated under reflux while water was removed with a Dean-Stark trap. The toluene then was removed under vacuum and distillation of the remaining residue gave (4-bromobenzylidene)(1-isopropyl-2-methylpropyl)amine (10.71 g) as a clear colorless oil.

Aufarbeitung

  1. temperaturewas heated
  2. customwas removed with a Dean-Stark trap
  3. customThe toluene then was removed under vacuum and distillation of the remaining residue

Quellen und Nachweise

ORD-Eintrag
ord-87d7e057f81f43cf9862b57d260184d7
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05468867

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