Reaktion #1125665
ord-e1369f2360564ccbae3b98559013d04a
Reaktionsgleichung
N,N-dimethylformamide
4-bromo-3-methoxyphenol
potassium carbonate
→
compound
Ausbeute 69.0%
2-Bromo-5-methoxymethoxyanisole
Ausbeute 69.0%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturAfter cooling down
- 2WaschenThe mixture was washed with water (150 mL) and saturated brine (50 mL) successively
- 3Trocknendried over anhydrous magnesium sulfate
- 4Sonstigethe solvent was removed under reduced pressure
- 5SonstigeThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)
Vorschrift
A mixture of 4-bromo-3-methoxyphenol (500 mg, 2.46 mmol), chlorodimethylether (281 μL, 3.70 mmol), and potassium carbonate (850 mg, 6.15 mmol) was suspended in anhydrous N,N-dimethylformamide (8 mL) and stirred at 50° C. for 1 hour. After cooling down, the reaction mixture was diluted with ethyl acetate (150 mL). The mixture was washed with water (150 mL) and saturated brine (50 mL) successively, dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound (421 mg) as a colorless oil. (Yield 69%)