Water → 6-Bromo-3,4-dimethoxybenzaldehyde

HRID 324032

Reaktionsgleichung

Reaktionsgleichung von HRID 324032
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=[O:7].[Br:13]Br.O>C(O)(=O)C>[Br:13][C:8]1[C:5]([CH:6]=[O:7])=[CH:4][C:3]([O:2][CH3:1])=[C:10]([O:11][CH3:12])[CH:9]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 8419VeratraldehydeHCID 24408Bromine2×

Produkt 1

HCID 793516-Bromo-3,4-dimethoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

3,4-Dimethoxybenzaldehyde (398.8 g) is dissolved in acetic acid (1.8 liter), and thereto is added dropwise bromine (136 ml) at room temperature over a period of four hours. The mixture is stirred overnight, and thereto is added dropwise slowly again bromine (60 ml), and the mixture is stirred overnight. The reaction solution is added to water (7 liters), and the precipitated crystals are collected by filtration, washed with water, and dissolved in chloroform (2 liters). The chloroform solution is washed, dried, concentrated, and the residue is crystallized from dilsopropyl ether to give 6-bromo-3,4-dimethoxybenzaldehyde (470 g) as a colorless crystal.

Aufarbeitung

  1. stirringthe mixture is stirred overnight
  2. filtrationthe precipitated crystals are collected by filtration
  3. washwashed with water
  4. dissolutiondissolved in chloroform (2 liters)
  5. washThe chloroform solution is washed
  6. customdried
  7. concentrationconcentrated
  8. customthe residue is crystallized from dilsopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-30b6ab9d5b8e4dd88081c5aa9401b4e2
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06214996B1

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