反应 #49545

反应方程式

isovanillic acid

diisopropylethylamine

chloromethyl methyl ether

→

3-methoxymethoxy-4-methoxybenzoic acid

收率 76.5%

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他The solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue was dissolved in methanol (50 mL)
3. 3
   workup.ADDITIONtreated with 4 mol/L aqueous potassium hydroxide solution (50 mL)
4. 4
   其他The solvent was evaporated under reduced pressure
5. 5
   workup.ADDITIONThe residue was added with 4 mol/L hydrochloric acid
6. 6
   过滤The precipitated solid was collected by filtration
7. 7
   洗涤washed with water
8. 8
   其他by drying under reduced pressure

实验过程

In a similar manner to Step 1 of Example 347, isovanillic acid (5.00 g, 29.7 mmol) was suspended in dichloromethane (100 mL), and the suspension was treated with diisopropylethylamine (22.8 mL, 131 mmol) and chloromethyl methyl ether (4.96 mL, 65.4 mmol). The solvent was evaporated under reduced pressure. The residue was dissolved in methanol (50 mL) and treated with 4 mol/L aqueous potassium hydroxide solution (50 mL). The solvent was evaporated under reduced pressure. The residue was added with 4 mol/L hydrochloric acid. The precipitated solid was collected by filtration and washed with water, followed by drying under reduced pressure to obtain 3-methoxymethoxy-4-methoxybenzoic acid (4.82 g, yield 76%).

来源