Реакция #41537

Уравнение реакции

chloromethyl methyl ether

sodium hydride

tetrahydrofuran

ethyl 3-bromo-4-hydroxybenzoate

→

compound

ethyl 3-bromo-4-methoxymethoxybenzoate

Растворители

ethyl acetate

Условия реакции

Обработка

1. 1
   Другоеproduced
2. 2
   Температура437, with cooling with ice
3. 3
   Другоеthe reaction liquid
4. 4
   Другоеthe reaction liquid
5. 5
   workup.STIRRINGwas stirred overnight at room temperature
6. 6
   ДругоеThe reaction liquid
7. 7
   Промывкаwashed with water
8. 8
   Экстракцияthe aqueous layer was extracted with ethyl acetate
9. 9
   Сушкаdried with anhydrous magnesium sulfate
10. 10
    ДругоеThe solvent was evaporated away under reduced pressure
11. 11
    Фильтрацияtaken out through filtration

Методика

5.5 g of sodium hydride was added to a tetrahydrofuran (300 ml) solution of 20.5 g of ethyl 3-bromo-4-hydroxybenzoate produced according to the method described in Monatsh. Chem.; 22; 1901; 437, with cooling with ice, and the reaction liquid was stirred for 30 minutes, and then, at the same temperature, 10 ml of chloromethyl methyl ether was added to the reaction liquid, and the reaction liquid was stirred overnight at room temperature. The reaction liquid was diluted with ethyl acetate, and washed with water, and the aqueous layer was extracted with ethyl acetate, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting solid was suspended in hexane and then taken out through filtration to obtain the entitled compound as a white solid.

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