Succinic anhydride → gamma-Oxo-4-(perylen-1-yl)butanoic acid

HRID 444616

반응식

HRID 444616 반응식
[CH:1]1[C:18]2=[C:19]3[C:8]([C:9]4[C:20]5[C:13](=[CH:14][CH:15]=[CH:16][C:17]2=5)[CH:12]=[CH:11][CH:10]=4)=[CH:7][CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.[C:21]1(=[O:27])[O:26][C:24](=[O:25])[CH2:23][CH2:22]1.[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[O:27]=[C:21]([C:16]1[C:17]2=[C:20]3[C:9]([C:8]4[C:19]5[C:4](=[CH:3][CH:2]=[CH:1][C:18]2=5)[CH:5]=[CH:6][CH:7]=4)=[CH:10][CH:11]=[CH:12][C:13]3=[CH:14][CH:15]=1)[CH2:22][CH2:23][C:24]([OH:26])=[O:25]

참가 물질

5

반응물 3

HCID 7922Succinic anhydrideHCID 9142PeryleneHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 86645554gamma-Oxo-4-(perylen-1-yl)butanoic acid수율 100.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The perylene 71 (5.01 g, 19.8 mmol) and 4.34 g (43.4 mmol) of succinic anhydride were put into a 500-ml three-inlet flask, and a nitrogen substitution was performed. The substance obtained here was immersed in an ice bath. After 16.3 g (122 mmol) of aluminum chloride dispersed in 200 ml of methylene chloride was slowly dripped onto the substance, the reaction container was removed from the ice bath, and the substance was stirred at room temperature for 13 hours. After the reaction was completed, 40 ml of cooled 2M hydrochloric acid was added, followed by 30-minute stirring. The solid substance obtained here was collected by filtration. This solid substance was dispersed in 100 ml of xylene, and was heated to 140° C., to extract the impurities. After the substance was cooled slowly back to room temperature, the solid substance was collected by filtration, and was dried under reduced pressure, to obtain 6.99 g of the brownish solid substance 72.

후처리

  1. customThe substance obtained here
  2. customwas immersed in an ice bath
  3. customthe reaction container was removed from the ice bath
  4. addition40 ml of cooled 2M hydrochloric acid was added
  5. waitfollowed by 30-minute
  6. stirringstirring
  7. customThe solid substance obtained here
  8. filtrationwas collected by filtration
  9. additionThis solid substance was dispersed in 100 ml of xylene
  10. temperaturewas heated to 140° C.
  11. extractionto extract the impurities
  12. temperatureAfter the substance was cooled slowly back to room temperature
  13. filtrationthe solid substance was collected by filtration
  14. customwas dried under reduced pressure

출처 및 근거

ORD 기록
ord-e9576a3029d347b9bd67c50ae21200af
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08475685B2

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