反应详情

36.26 Grams of methyl 3-(4-chloroacetylphenyl)propionate was dissolved in 300 ml of concentrated sulfuric acid, then 20.9 g of fuming nitric acid (d=1.52) was added dropwise thereto under an ice-cooled condition with stirring. The reaction mixture was further stirred at a room temperature for 3 hours, then was poured into ice-water, and extracted with chloroform. The chloroform layer was washed with water, dried and chloroform was removed by distillation. The residue thus obtained was purified by a silica gel column chromatography, then crystallized by adding ether. The crystals formed were collected by filtration, recrystallized from methanol to obtain 26.7 g of methyl 3-(4-carboxy-2-nitrophenyl)propionate in the form of light yellowish prism-like crystals.

1. temperatureunder an ice-cooled condition
2. stirringThe reaction mixture was further stirred at a room temperature for 3 hours
3. extractionextracted with chloroform
4. washThe chloroform layer was washed with water
5. customdried
6. customchloroform was removed by distillation
7. customThe residue thus obtained
8. customwas purified by a silica gel column chromatography
9. customcrystallized
10. additionby adding ether
11. customThe crystals formed
12. filtrationwere collected by filtration
13. customrecrystallized from methanol