反应 #1973960

反应方程式

Methyl 3-tert-butyl-2-hydroxy-5-nitrobenzoate

potassium carbonate

dimethyl sulfate

→

title compound

收率 87.0%

methyl 3-tert-butyl-2-methoxy-5-nitrobenzoate

收率 87.0%

溶剂

acetone

反应条件

后处理

1. 1
   温度to reflux for 16 h
2. 2
   过滤The mixture was then filtered
3. 3
   洗涤the solid was washed with ethyl acetate
4. 4
   浓缩The resulting organic liquid was then concentrated under vacuum to an oil
5. 5
   workup.DISSOLUTIONredissolved in ethyl acetate (600 mL)
6. 6
   洗涤The organic solution was then washed with water
7. 7
   其他dried
8. 8
   过滤filtered
9. 9
   浓缩concentrated under vacuum to an oil that
10. 10
    其他was then subjected to purification via column chromatography (gradient of 5% to 40% EtOAc/Hexanes)

实验过程

Methyl 3-tert-butyl-2-hydroxy-5-nitrobenzoate (11.41 g, 45.0 mmol), potassium carbonate (9.34 g, 67.6 mmol), acetone (200 mL), and dimethyl sulfate (6.46 g, 67.6 mmol) were added together. The resultant mixture was then heated to reflux for 16 h. The mixture was then filtered and the solid was washed with ethyl acetate. The resulting organic liquid was then concentrated under vacuum to an oil and redissolved in ethyl acetate (600 mL). The organic solution was then washed with water, dried, filtered and concentrated under vacuum to an oil that was then subjected to purification via column chromatography (gradient of 5% to 40% EtOAc/Hexanes) to yield the title compound as an oil (10.42, 87%).

来源