Potassium Carbonate → Bis(3,4-dimethylphenyl)amine

HRID 1081551노트

반응식

HRID 1081551 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH3:11])=O)=[CH:4][C:3]=1[CH3:12].Br[C:14]1[CH:15]=[C:16]([CH3:21])[C:17](C)=[CH:18]C=1.C(=O)([O-])[O-].[K+].[K+].[OH-].[K+]>C(O)C.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:15][C:16]([CH3:21])=[C:17]([CH3:18])[CH:11]=2)=[CH:4][C:3]=1[CH3:12]

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 685044-Bromo-o-xyleneHCID 751443',4'-Dimethylacetanilide

생성물 1

HCID 614511Bis(3,4-dimethylphenyl)amine수율 70.6%

시약·촉매·용매 2

HCID 24463Copper sulfate pentahydrate촉매HCID 702Ethanol용매

실험 절차

In a 2-liter three-neck flask were placed 120 g of 3,4-dimethylacetanilide synthesized in Example 1 (1), 253 g of unpurified 4-bromo-o-xylene (purity about 70%, containing about 30% 3-bromo-o-xylene), 122 g of anhydrous potassium carbonate and 2 g of copper sulfate pentahydrate, and after carrying out the reaction for 60 hours at 200° C. under a nitrogen gas stream, the reaction mixture was cooled to room temperature. To the reaction mixture was added a solution obtained by dissolving 120 g of potassium hydroxide in 600 ml of ethanol, and the mixture was refluxed for 4 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, and then, inorganic salts were removed by filtration, and the solvent was distilled off from the filtrate under reduced pressure. The remaining filtrate was recrystallized from methanol under reduced pressure (about 155° C/0.2 mmHg) to provide 117 g of 3,3',4,4'-tetramethyldiphenylamine. (Melting point 80° to 82° C., colorless crystals)

후처리

  1. customIn a 2-liter three-neck flask were placed
  2. customthe reaction for 60 hours at 200° C. under a nitrogen gas stream
  3. additionTo the reaction mixture was added a solution
  4. customobtained
  5. temperaturethe mixture was refluxed for 4 hours
  6. temperaturethe reaction mixture was cooled to room temperature
  7. custominorganic salts were removed by filtration
  8. distillationthe solvent was distilled off from the filtrate under reduced pressure
  9. customThe remaining filtrate was recrystallized from methanol under reduced pressure (about 155° C/0.2 mmHg)

출처 및 근거

ORD 기록
ord-3ab5acca52e847659705dfe91af6056c
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05587263

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