反応 #7459

反応方程式

water

4-bromobenzyl alcohol

diisopropylethylamine

chloromethyl methyl ether

→

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

収率 86.7%

溶媒

dichloromethane

反応条件

後処理

1. 1
   抽出the mixture was extracted diethyl ether
2. 2
   洗浄The organic layer was washed with water
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   その他the solvent was removed under reduced pressure
5. 5
   その他The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1)

実験手順

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).

出典