反応 #2069954

反応方程式

acetic acid

sodium hydroxide

m-anisaldehyde

nitromethane

→

title compound

収率 83.5%

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

収率 83.5%

溶媒

methanol

反応条件

後処理

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

実験手順

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).

出典