反应详情

Methyl 2-hydroxy-3-nitrobenzoate (2.85 g, 13.50 mmol) was dissolved in hot methanol (10 mL) at 75° C. to make clear solution and 1N aq. sodium hydroxide (28.3 mL, 28.3 mmol) was added dropwise. The mixture was heated under reflux for 15 minutes and then cooled to room temperature, concentrated to remove the methanol and then cooled in an ice bath. The solution was acidified via the dropwise addition of 1M (aq.) HCl until the pH was ˜1, resulting in the product precipitating out of solution. The solid was collected by filtration, rinsed with water, and dried on the filter to afford the product 2-methoxy-3-nitrobenzoic acid (2.48 g, 12.58 mmol, 93% yield) as a white solid. HPLC (Method N) RT=1.57 minutes.

1. additionwas added dropwise
2. temperatureThe mixture was heated
3. temperatureunder reflux for 15 minutes
4. concentrationconcentrated
5. customto remove the methanol
6. temperaturecooled in an ice bath
7. additionThe solution was acidified via the dropwise addition of 1M (aq.) HCl until the pH was ˜1
8. customresulting in the product
9. customprecipitating out of solution
10. filtrationThe solid was collected by filtration
11. washrinsed with water
12. customdried on the
13. filtrationfilter