反应详情

温度

85 °C

methyl 3,5-dinitrobenzoate (1.5 g, 6.63 mmol, 1 eq) in 10 ml anhydrous MeOH under Ar was heated to reflux at 85° C. LiOMe (1.0 M in MeOH, 13.3 ml, 13.3 mmol, 2 eq) was added to the refluxing solution. After 4 h the reaction was cooled to room temperature, and the mixture was adjusted to pH {tilde over ( )} 3 with concentrated HCl. The solvent was removed in vacuo and the residue was dissolved in EtOAc. The organic layer was washed with saturated aqueous NaHCO3 (×2), water (×3), brine (×1), and dried over Na2SO4. The inorganics were filtered off, and the solvent was removed in vacuo. Purification via flash chromatography yielded 0.7705 g (3.70 mmol, 56% yield) of methyl 3-methoxy-5-nitrobenzoate.

1. temperatureAfter 4 h the reaction was cooled to room temperature
2. customThe solvent was removed in vacuo
3. dissolutionthe residue was dissolved in EtOAc
4. washThe organic layer was washed with saturated aqueous NaHCO3 (×2), water (×3), brine (×1)
5. dry with materialdried over Na2SO4
6. filtrationThe inorganics were filtered off
7. customthe solvent was removed in vacuo
8. customPurification via flash chromatography