反应详情

A 1.61 g portion of 4-isopropoxy-2-methoxybenzoic acid was dissolved in 20 ml of acetic anhydride, 0.38 ml of concentrated nitric acid and a small amount of acetic acid were added, followed by stirring at room temperature for 2 hours. After completion of the reaction, the reaction solution was poured on crushed ice, extracted with chloroform and then dried over anhydrous sodium sulfate. After evaporation of the solvent under a reduced pressure, the resulting residue was dissolved in 5 ml of tetrahydrofuran and 5 ml of 1N sodium hydroxide aqueous solution, followed by stirring for 1 hour. The reaction solution was poured into 1N hydrochloric acid aqueous solution, extracted with chloroform and dried over anhydrous sodium sulfate. The solvent was evaporated under a reduced pressure and the resulting residue was purified by silica gel column chromatography (chloroform:methanol=100:1-10:1) to give 0.43 g of 4-isopropoxy-2-methoxy-5-nitrobenzoic acid.

1. customAfter completion of the reaction
2. additionthe reaction solution was poured
3. customon crushed ice
4. extractionextracted with chloroform
5. dry with materialdried over anhydrous sodium sulfate
6. customAfter evaporation of the solvent under a reduced pressure
7. dissolutionthe resulting residue was dissolved in 5 ml of tetrahydrofuran
8. stirringby stirring for 1 hour
9. additionThe reaction solution was poured into 1N hydrochloric acid aqueous solution
10. extractionextracted with chloroform
11. dry with materialdried over anhydrous sodium sulfate
12. customThe solvent was evaporated under a reduced pressure
13. customthe resulting residue was purified by silica gel column chromatography (chloroform:methanol=100:1-10:1)