反応 #1973960

反応方程式

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

potassium carbonate

dimethyl sulfate

→

title compound

収率 87.0%

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

収率 87.0%

溶媒

acetone

反応条件

後処理

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

実験手順

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%).

出典