تفاعل #467905

معادلة التفاعل

hydrogen chloride

thionyl chloride

4-nitrocinnamic acid

ethyl acetate

→

4-nitrocinnamoyl chloride

المردود 99.2%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture was refluxed
2. 2
   تركيزThe reacted solution was concentrated until a solid
3. 3
   أخرىcould be precipitated
4. 4
   workup.ADDITIONpoured into hexane
5. 5
   أخرىThe precipitated solid was separated by filtration
6. 6
   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 mixture, the reaction mixture was refluxed with stirring until the generation of hydrogen chloride gas stopped. The reacted solution was concentrated until a solid could be precipitated and then poured into hexane. The precipitated solid was separated by filtration and dried. 210 g of 4-nitrocinnamoyl chloride was yielded. 63.5 g (0.3 mole) of 4nitrocinnamoyl chloride and 400 g of methylethylketone were placed in a reaction vessel and the reaction mixtures were stirred by heating at 50° C. under a nitrogen current. 15.42 g (0.14 mole) of resorcinol, 32 g of pyridine, and 100 g of methylethylketone were added dropwise to the above reaction vessel using a dropping funnel. After the completion of the addition, the reaction solution was refluxed with stirring under a nitrogen current for 2 hours. After the reaction, the precipitate was separated by filtration and the filtrated solid was washed by water and dried. 64 g of white colored crystals (1,3-bis(4-nitrocinnamic acid) benzene) was yielded.

المصدر