تفاعل #684961

معادلة التفاعل

acetic acid

sodium hydroxide

m-anisaldehyde

nitromethane

→

title compound

المردود 83.5%

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

المردود 83.5%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىhigher than 30° C
2. 2
   درجة الحرارةUpon cooling on ice
3. 3
   أخرىthe resulting reaction mixture
4. 4
   استخلاصwas extracted with ethyl acetate
5. 5
   غسيلThe ethyl acetate layer was washed successively with water
6. 6
   تجفيفa 5% aqueous sodium hydrogencarbonate solution, dried over anhydrous magnesium sulfate
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىThe residue was purified by silica gel column chromatography

الإجراء التجريبي

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).

المصدر