반응 #2069954

반응 방정식

acetic acid

sodium hydroxide

m-anisaldehyde

nitromethane

→

title compound

수율 83.5%

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

수율 83.5%

용매

methanol

반응 조건

후처리

1. 1
   기타higher than 30° C
2. 2
   온도Upon cooling on ice
3. 3
   기타the resulting reaction mixture
4. 4
   추출was extracted with ethyl acetate
5. 5
   세척The ethyl acetate layer was washed successively with water
6. 6
   건조a 5% aqueous sodium hydrogencarbonate solution, dried over anhydrous magnesium sulfate
7. 7
   농축concentrated under reduced pressure
8. 8
   기타The residue was purified by silica gel column chromatography

실험 절차

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).

출처