Reaktion #7459

Reaktionsgleichung

water

4-bromobenzyl alcohol

diisopropylethylamine

chloromethyl methyl ether

→

1-bromo-4-[(methoxymethyloxy)methyl]benzene

Ausbeute 86.7%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted diethyl ether
2. 2
   WaschenThe organic layer was washed with water
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: hexane/ethyl acetate=5/1)

Vorschrift

To a solution of 4-bromobenzyl alcohol (2.8 g) and diisopropylethylamine (2.5 g) in dichloromethane (30 mL) was added chloromethyl methyl ether (1.3 g) at 0° C., and the mixture was stirred at room temperature for 14 hours. To the reaction mixture was water, and the mixture was extracted diethyl ether. The organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1) to give 1-bromo-4-[(methoxymethyloxy)methyl]benzene (3.0 g).

Quelle