Reacción #43339

Ecuación de reacción

Triethylamine

methoxymethyl chloride

tetrahydrofuran

4-fluoro-3-hydroxybenzoic acid

→

title compound

Rendimiento 94.0%

4-fluoro-3-(methoxymethoxy)benzyl alcohol

Rendimiento 94.0%

Disolventes

Ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothen was washed with water and saturated brine
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Concentraciónthe solvent therein was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONthe residue was dissolved in tetrahydrofuran (20 mL)
5. 5
   workup.ADDITIONLithiumaluminium hydride (360 mg) was added
6. 6
   workup.STIRRINGstirred at 0° C. for an hour
7. 7
   workup.ADDITIONethyl acetate was added
8. 8
   Otrothe insoluble matter was removed
9. 9
   Lavadoby washing with saturated brine
10. 10
    Secadodrying over anhydrous magnesium sulfate
11. 11
    ConcentraciónConcentrating the solvent under reduced pressure

Procedimiento

Triethylamine (1.07 mL) and methoxymethyl chloride (2.24 mL) were added to tetrahydrofuran (10 mL) solution of 4-fluoro-3-hydroxybenzoic acid (1.0 g), and stirred at 0° C. for 2 hours. Ethyl acetate was added to the reaction liquid which then was washed with water and saturated brine, dried over anhydrous magnesium sulfate, the solvent therein was concentrated under reduced pressure and the residue was dissolved in tetrahydrofuran (20 mL). Lithiumaluminium hydride (360 mg) was added, stirred at 0° C. for an hour, ethyl acetate was added and the insoluble matter was removed, followed by washing with saturated brine and drying over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the title compound (1.14 g, 94%) was obtained.

Fuente