반응 #49528

반응 방정식

4-Formyl-3-hydroxybenzoic acid

diisopropylethylamine

chloromethyl methyl ether

→

4-formyl-3-methoxymethoxybenzoic acid

수율 80.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   온도cooling
2. 2
   기타The 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
   기타Methanol was evaporated under reduced pressure
7. 7
   workup.ADDITIONthe residue was added with 4 mol/L hydrochloric acid and water
8. 8
   여과The precipitated solid was collected by filtration
9. 9
   세척washed with water
10. 10
    기타by drying under reduced pressure

실험 절차

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%).

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