Reacción #41537

Ecuación de reacción

chloromethyl methyl ether

sodium hydride

tetrahydrofuran

ethyl 3-bromo-4-hydroxybenzoate

→

compound

ethyl 3-bromo-4-methoxymethoxybenzoate

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroproduced
2. 2
   Temperatura437, with cooling with ice
3. 3
   Otrothe reaction liquid
4. 4
   Otrothe reaction liquid
5. 5
   workup.STIRRINGwas stirred overnight at room temperature
6. 6
   OtroThe reaction liquid
7. 7
   Lavadowashed with water
8. 8
   Extracciónthe aqueous layer was extracted with ethyl acetate
9. 9
   Secadodried with anhydrous magnesium sulfate
10. 10
    OtroThe solvent was evaporated away under reduced pressure
11. 11
    Filtracióntaken out through filtration

Procedimiento

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.

Fuente