反应 #89919

反应方程式

NaOH

benzyl 5-(benzyloxy)-4-methoxy-2-nitrobenzoate

NaOH

→

5-(benzyloxy)-4-methoxy-2-nitrobenzoic acid

收率 94.7%

溶剂

water

EtOH

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   洗涤washed with CH2Cl2 (2×25 mL)
3. 3
   萃取extracted with EtOAc (3×50 mL)
4. 4
   干燥The combined organics were dried (Na2SO4)
5. 5
   过滤filtered
6. 6
   浓缩concentrated in vacuo

实验过程

To a solution of benzyl 5-(benzyloxy)-4-methoxy-2-nitrobenzoate (1.4 g, 3.56 mmol) in EtOH (10 mL) was added 1N NaOH (4.27 mL, 4.27 mmol). The mixture was stirred at RT for 1 h, upon which an additional aliquot of NaOH (4.27 mL, 4.27 mmol) was added. Stirring was continued at RT overnight. The mixture was diluted with water (20 mL) and washed with CH2Cl2 (2×25 mL). The aqueous layer was acidified to pH=2 with 0.5 N HCl and extracted with EtOAc (3×50 mL). The combined organics were dried (Na2SO4), filtered and concentrated in vacuo to give 5-(benzyloxy)-4-methoxy-2-nitrobenzoic acid (1.02 g, 3.37 mmol, 94%).

来源