Reaktion #160510

Reaktionsgleichung

3-benzyloxy-4-methylbenzaldehyde

methanol

bromine

water

→

title compound

Ausbeute 74.1%

5-Benzyloxy-2-bromo-4-methylbenzaldehyde

Ausbeute 74.1%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe resulting mixture was extracted with dichloromethane
2. 2
   WaschenThe organic layer was washed with brine
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   SonstigeThe solvent was removed under reduced pressure
5. 5
   SonstigeThe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate)

Vorschrift

To a solution of 3-benzyloxy-4-methylbenzaldehyde (0.39 g) in a mixed solvent of dichloromethane (1 mL) and methanol (1 mL) was added a solution of bromine (0.410 g) in dichloromethane (0.2 mL) at 0° C. and this mixture was stirred at room temperature for 2 hours. This mixture was poured into water and the resulting mixture was extracted with dichloromethane. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.39 g).

Quelle