反応 #49528

反応方程式

4-Formyl-3-hydroxybenzoic acid

diisopropylethylamine

chloromethyl methyl ether

→

4-formyl-3-methoxymethoxybenzoic acid

収率 80.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度cooling
2. 2
   その他The solvent was evaporated under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in methanol (40 mL)
4. 4
   workup.ADDITIONthe solution was added with 2 mol/L aqueous potassium hydroxide solution (40 mL)
5. 5
   workup.STIRRINGstirred at room temperature for 1 hour
6. 6
   その他Methanol was evaporated under reduced pressure
7. 7
   workup.ADDITIONthe residue was added with 4 mol/L hydrochloric acid and water
8. 8
   ろ過The precipitated solid was collected by filtration
9. 9
   洗浄washed with water
10. 10
    その他by drying under reduced pressure

実験手順

4-Formyl-3-hydroxybenzoic acid (2.20 g, 13.2 mmol) was suspended in dichloromethane (40 mL), and the suspension was added with diisopropylethylamine (9.20 mL, 52.8 mmol) and chloromethyl methyl ether (2.01 mL, 26.5 mmol) under ice-cooling. Then, the reaction mixture was warmed to room temperature and stirred for 1 hour. The solvent was evaporated under reduced pressure and the residue was dissolved in methanol (40 mL), and the solution was added with 2 mol/L aqueous potassium hydroxide solution (40 mL), and stirred at room temperature for 1 hour. Methanol was evaporated under reduced pressure and the residue was added with 4 mol/L hydrochloric acid and water. The precipitated solid was collected by filtration and washed with water, followed by drying under reduced pressure to obtain 4-formyl-3-methoxymethoxybenzoic acid (2.21 g, yield 80%).

出典