반응 #7459

반응 방정식

water

4-bromobenzyl alcohol

diisopropylethylamine

chloromethyl methyl ether

→

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

수율 86.7%

용매

dichloromethane

반응 조건

후처리

1. 1
   추출the mixture was extracted diethyl ether
2. 2
   세척The organic layer was washed with water
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was removed under reduced pressure
5. 5
   기타The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1)

실험 절차

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).

출처