Reaktion #157747

Reaktionsgleichung

ammonium chloride

Sodium hydride

1-bromo-3-methylbutane

4-bromobenzylalcohol

→

title compound

Ausbeute 85.0%

1-Bromo-4-[(3-methylbutoxy)methyl]benzene

Ausbeute 85.0%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   Extraktionfollowed by extraction with a mixture of hexane-ethyl acetate (1:1)
3. 3
   TrocknenThe organic layer was dried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   SonstigeThe solvent was then evaporated under reduced pressure
6. 6
   SonstigeThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:1→50:1→30:1)

Vorschrift

Sodium hydride (purity: 55%, 700 mg) and 1-bromo-3-methylbutane (2.56 mL) were added to a solution of 4-bromobenzylalcohol (2.0 g) in N,N-dimethylformamide (40 mL) under ice-cooling, and the mixture was stirred at room temperature for five hours. A saturated ammonium chloride solution was added to the reaction solution, followed by extraction with a mixture of hexane-ethyl acetate (1:1). The organic layer was dried over sodium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:1→50:1→30:1) to give the title compound (2.31 g, 85%).

Quelle