Reaktion #43600

Reaktionsgleichung

vanillin

bromine

→

desired compound

Ausbeute 89.0%

3-Bromo-4-hydroxy-5-methoxybenzaldehyde

Ausbeute 89.0%

Lösungsmittel

acetic acid

acetic acid

acetic acid

—

ice water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe precipitate was filtered
2. 2
   Waschenwashed with water
3. 3
   Sonstigedried in vacuo

Vorschrift

To a solution of vanillin (30.40 g, 0.20 mol) in glacial acetic acid (200 ml) was added bromine (46.79 g, 0.29 mol) in glacial acetic acid (20 ml) at 100 over a period of 1 h. Additional acetic acid (100 ml) was added to the thickening mixture and the reaction was stirred for 24 h at ambient temperature. The reaction was diluted with ice-water (300 ml) and then the precipitate was filtered and washed with water and dried in vacuo to give the desired compound (40.69 g, 89%).

Quelle