반응 #43339

반응 방정식

Triethylamine

methoxymethyl chloride

tetrahydrofuran

4-fluoro-3-hydroxybenzoic acid

→

title compound

수율 94.0%

4-fluoro-3-(methoxymethoxy)benzyl alcohol

수율 94.0%

용매

Ethyl acetate

반응 조건

후처리

1. 1
   세척then was washed with water and saturated brine
2. 2
   건조dried over anhydrous magnesium sulfate
3. 3
   농축the 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
   기타the insoluble matter was removed
9. 9
   세척by washing with saturated brine
10. 10
    건조drying over anhydrous magnesium sulfate
11. 11
    농축Concentrating the solvent under reduced pressure

실험 절차

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.

출처