Реакция #43339

Уравнение реакции

Triethylamine

methoxymethyl chloride

tetrahydrofuran

4-fluoro-3-hydroxybenzoic acid

→

title compound

Выход 94.0%

4-fluoro-3-(methoxymethoxy)benzyl alcohol

Выход 94.0%

Растворители

Ethyl acetate

Условия реакции

Обработка

1. 1
   Промывкаthen was washed with water and saturated brine
2. 2
   Сушкаdried over anhydrous magnesium sulfate
3. 3
   Концентрированиеthe 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
   Другоеthe insoluble matter was removed
9. 9
   Промывкаby washing with saturated brine
10. 10
    Сушкаdrying over anhydrous magnesium sulfate
11. 11
    КонцентрированиеConcentrating the solvent under reduced pressure

Методика

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.

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