تفاعل #531800

ord-7c7cba9854de450c9183c3c10eb85596

معادلة التفاعل

c1cc2ccc3ccc4ccc5ccc6ccc1c1c2c3c4c5c61
coronene
O=C1CCC(=O)O1
succinic anhydride
[Al+3].[Cl-].[Cl-].[Cl-]
aluminum chloride
O=C(O)CCC(=O)c1cc2ccc3ccc4ccc5ccc6ccc1c1c6c5c4c3c21
yellow-green solid
المردود 88.4%
O=C(O)CCC(=O)c1cc2ccc3ccc4ccc5ccc6ccc1c1c6c5c4c3c21
γ-oxo-4-(coronen-1-yl)butanoic acid
المردود 88.4%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe substance obtained here
  2. 2
    أخرىwas immersed in an ice bath
  3. 3
    أخرىthe reaction container was removed from the ice bath
  4. 4
    workup.ADDITION10 ml of cooled 2M hydrochloric acid was added
  5. 5
    workup.WAITfollowed by 10-minute
  6. 6
    workup.STIRRINGstirring
  7. 7
    درجة الحرارةThe substance was cooled slowly down to room temperature
  8. 8
    أخرىto precipitate a solid substance
  9. 9
    ترشيحThe solid substance was collected by filtration
  10. 10
    workup.ADDITIONThis solid substance was dispersed in 20 ml of xylene
  11. 11
    درجة الحرارةwas heated to 140° C
  12. 12
    workup.DISSOLUTIONIn this manner, the solid substance was dissolved
  13. 13
    درجة الحرارةThe substance was then cooled slowly back to room temperature
  14. 14
    أخرىto precipitate a solid substance
  15. 15
    أخرىThe solid substance obtained here
  16. 16
    ترشيحwas collected by filtration
  17. 17
    أخرىwas dried under reduced pressure

الإجراء التجريبي

The coronene 81 (0.699 g, 2.33 mmol) and 0.514 g (5.14 mmol) of succinic anhydride were put into a 100-ml two-inlet flask, and a nitrogen substitution was performed. The substance obtained here was immersed in an ice bath. After 2.80 g (21.0 mmol) of aluminum chloride dispersed in 20 ml of nitrobenzene was slowly dripped onto the substance, the reaction container was removed from the ice bath, and the substance was stirred at room temperature for 5 hours. After the reaction was completed, 10 ml of cooled 2M hydrochloric acid was added, followed by 10-minute stirring. The substance was cooled slowly down to room temperature, to precipitate a solid substance. The solid substance was collected by filtration. This solid substance was dispersed in 20 ml of xylene, and was heated to 140° C. In this manner, the solid substance was dissolved. The substance was then cooled slowly back to room temperature, to precipitate a solid substance. The solid substance obtained here was collected by filtration, and was dried under reduced pressure, to obtain 0.825 g of the yellow-green solid substance 82.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08475685B2uspto-grants-2013_07