4-(Dimethylamino)Benzaldehyde → 3-Bromo-4-(dimethylamino)benzaldehyde

HRID 1790193

Reaktionsgleichung

Reaktionsgleichung von HRID 1790193
[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.[Br-:12].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl>[Br:12][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:3]=1[N:2]([CH3:11])[CH3:1])[CH:7]=[O:8]

Komponenten

4

Edukt 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 21124087Pyridiniumtribromide

Produkt 1

HCID 986413-Bromo-4-(dimethylamino)benzaldehydeAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-(dimethylamino)-benzaldehyde (10.0 g, 67.03 mmol) in dichloromethane (250 mL) was added pyridinium tribromide (21.4 g, 67.03 mmol). The reaction mixture was stirred at room temperature overnight. The solution was washed successively with water and brine, dried over anhydrous magnesium sulfate, filtered and evaporated. Chromatography on silica gel (15% EtOAc in hexane) afforded 14.06 g of 3-bromo-4-(dimethylamino)-benzaldehyde (92%).

Aufarbeitung

  1. washThe solution was washed successively with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ecb4f7b1ddfc45b2a209c0bd72c64a72
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07071218B2

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