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

HRID 2397068ノート

反応式

HRID 2397068 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 24463Copper sulfate pentahydrate触媒HCID 702Ethanol溶媒

実験手順

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) (2) Synthesis of 3,3',4,4',4"-pentamethyltriphenylamine (CT-13)

後処理

  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)

出典と根拠

ORDレコード
ord-549211f6f7984a768092566184615985
出典データセット
uspto-grants-1996_02
特許番号
US05495049

反応ノート

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