反応 #43339

反応方程式

Triethylamine

methoxymethyl chloride

tetrahydrofuran

4-fluoro-3-hydroxybenzoic acid

→

title compound

収率 94.0%

4-fluoro-3-(methoxymethoxy)benzyl alcohol

収率 94.0%

溶媒

Ethyl acetate

反応条件

後処理

1. 1
   洗浄then was washed with water and saturated brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   濃縮the 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
   その他the insoluble matter was removed
9. 9
   洗浄by washing with saturated brine
10. 10
    乾燥drying over anhydrous magnesium sulfate
11. 11
    濃縮Concentrating the solvent under reduced pressure

実験手順

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.

出典