2,4-Dimethylaniline → Bis(2,4-dimethylphenyl)amine

HRID 889798

반응식

HRID 889798 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH2:9].Br[C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=1[CH3:18].C(P(C(C)(C)C)=O)(C)(C)C.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CN(C)C=O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=1[CH3:18]

참가 물질

7

반응물 4

HCID 72502,4-DimethylanilineHCID 62657Potassium Phosphate, TribasicHCID 68503Benzene, 1-bromo-2,4-dimethyl-HCID 178454901HCID 178454901, 화합물

생성물 1

HCID 21989085Bis(2,4-dimethylphenyl)amine

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매

실험 절차

Into a 1 liter three-necked reaction vessel fitted with a cooling tube and a mechanical stirrer, 133 g (1.1 mols) of 2,4-dimethylphenylamine, 185 g (1.0 mol) of 1-bromo-2,4-dimethylbenzene, 11.2 g (0.05 mol) of palladium acetate, 32.4 g (0.2 mol) of 2-tert-butylphosphinoyl-2-methylpropane, 212 g (1.0 mol) of tripotassium phosphate and 500 mL of dimethylformamide were introduced to effect reflux for 12 hours in a nitrogen gas atmosphere and with heating in an oil bath. After the reaction was completed, the reaction mixture was left to cool to room temperature, followed by extraction with toluene/water, then washing with hydrochloric acid water, and thereafter distillation of the organic layer under reduced pressure to give the desired bis(2,4-dimethylphenyl)amine. The compound obtained was in a yield of 189 g corresponding to 84%. The compound obtained was measured with an elementary analyzer (CHN CORDER MT-5, manufactured by Yanako K.K.). In the following elementary analyses, the units of the found values and calculated values are % by weight.

후처리

  1. customInto a 1 liter three-necked reaction vessel fitted with a cooling tube and a mechanical stirrer
  2. temperaturereflux for 12 hours in a nitrogen gas atmosphere
  3. temperaturewith heating in an oil bath
  4. waitthe reaction mixture was left
  5. extractionfollowed by extraction with toluene/water
  6. washwashing with hydrochloric acid water
  7. distillationdistillation of the organic layer under reduced pressure

출처 및 근거

ORD 기록
ord-01d3c0e757ea4054911fb1ad387fe812
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06994941B2

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