Reaktion #58371

Reaktionsgleichung

hydrochloric acid

1-bromo-3-methylbut-2-ene

2-hydroxy-5-methoxybenzaldehyde

potassium carbonate

→

5-methoxy-2-(3 -methylbut-2-enyloxy)benzaldehyde

Lösungsmittel

ethyl acetate

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe organic layer was washed with water three times
2. 2
   Trocknendried over magnesium sulfate
3. 3
   FiltrationThe mixture was filtered
4. 4
   Sonstigesolvent removed from the filtrate under reduced pressure

Vorschrift

To a solution of 2-hydroxy-5-methoxybenzaldehyde (7.6 g, 50 mmol) in dry N,N-dimethylformamide (100 mL) was added potassium carbonate (10.4 g), followed by 1-bromo-3-methylbut-2-ene (10.0 g, 67 mmol). The mixture was stirred at room temperature for 48 hours and ethyl acetate added. Sufficient 1M hydrochloric acid was cautiously added to neutralize the base, and the organic layer was washed with water three times, followed by brine, and dried over magnesium sulfate. The mixture was filtered, and solvent removed from the filtrate under reduced pressure, to provide 5-methoxy-2-(3 -methylbut-2-enyloxy)benzaldehyde.

Quelle