Реакция #7459

Уравнение реакции

water

4-bromobenzyl alcohol

diisopropylethylamine

chloromethyl methyl ether

→

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

Выход 86.7%

Растворители

dichloromethane

Условия реакции

Обработка

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

Методика

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).

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