反应 #684961

反应方程式

acetic acid

sodium hydroxide

m-anisaldehyde

nitromethane

→

title compound

收率 83.5%

1-(3-Methoxyphenyl)-2-nitro-1-ethanol

收率 83.5%

溶剂

methanol

反应条件

后处理

1. 1
   其他higher than 30° C
2. 2
   温度Upon cooling on ice
3. 3
   其他the resulting reaction mixture
4. 4
   萃取was extracted with ethyl acetate
5. 5
   洗涤The ethyl acetate layer was washed successively with water
6. 6
   干燥a 5% aqueous sodium hydrogencarbonate solution, dried over anhydrous magnesium sulfate
7. 7
   浓缩concentrated under reduced pressure
8. 8
   其他The residue was purified by silica gel column chromatography

实验过程

An aqueous sodium hydroxide solution (1.5 g of sodium hydroxide (37 mmol) was dissolved in 15 ml of water) was added dropwise to a solution of m-anisaldehyde (5.0 g, 37 mmol) and nitromethane (4.0 ml, 73 mmol) in methanol (50 ml) keeping the temperature of the solution at not higher than 30° C. The reaction mixture was then stirred at room temperature for 4 hours. Upon cooling on ice, an aqueous acetic acid solution (glacial acetic acid (37 mmol) was dissolved in 250 ml of water) was added, the resulting reaction mixture was extracted with ethyl acetate. The ethyl acetate layer was washed successively with water and a 5% aqueous sodium hydrogencarbonate solution, dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (6.09 g).

来源