تفاعل #2207499

معادلة التفاعل

4-nitrocinnamoyl chloride

4-nitrophenol

pyridine

→

light yellow colored needle-like

المردود 95.5%

(4′-Nitrophenyl)-4-nitrocinnamate

المردود 95.5%

المذيبات

acetone

acetone

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixtures
2. 2
   workup.ADDITIONAfter the completion of the addition
3. 3
   أخرىthe reaction mixtures
4. 4
   درجة الحرارةwere refluxed
5. 5
   workup.STIRRINGwith stirring under a nitrogen current for 2 hours
6. 6
   أخرىAfter the reaction
7. 7
   أخرىa precipitate was separated by filtration
8. 8
   غسيلthe filtrated solid was washed by water
9. 9
   أخرىdried

الإجراء التجريبي

193.2 g (1 mole) of 4-nitrocinnamic acid and 650 g of ethyl acetate were placed in a reaction vessel. While 200 g of thionyl chloride with some drops of DMF was dropped into the reaction mixtures, the reaction mixtures were refluxed with stirring until the generation of hydrogen chloride gas stopped. The reacted solution was concentrated until a solid could be precipitated and was poured into hexane and then the precipitated solid was separated by filtration and dried. 210 g of 4-nitrocinnamoyl chloride was yielded. 64.5 g (0.3 mole) of 4-nitrocinnamoyl chloride and 300 g of acetone were placed in a reaction vessel. The reaction mixtures were heated at 50° C. with stirring under a nitrogen current. 41.73 g (0.3 mole) of 4-nitrophenol, 60 g of pyridine, and 300 g of acetone were added dropwise to the above reaction vessel using a dropping funnel. After the completion of the addition, the reaction mixtures were refluxed with stirring under a nitrogen current for 2 hours. After the reaction, a precipitate was separated by filtration, and the filtrated solid was washed by water and dried. 90 g of light yellow colored needle-like crystals ((4-nitrophenyl)-4-cinnamate)was yielded.

المصدر