反应 #49528

反应方程式

4-Formyl-3-hydroxybenzoic acid

diisopropylethylamine

chloromethyl methyl ether

→

4-formyl-3-methoxymethoxybenzoic acid

收率 80.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   温度cooling
2. 2
   其他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
   其他Methanol was evaporated under reduced pressure
7. 7
   workup.ADDITIONthe residue was added with 4 mol/L hydrochloric acid and water
8. 8
   过滤The precipitated solid was collected by filtration
9. 9
   洗涤washed with water
10. 10
    其他by drying under reduced pressure

实验过程

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%).

来源