Toluene → N,N'-diphenyl-N,N'-bis[3-(2-ethoxycarbonylethyl)phenyl]-[1,1'-biphenyl]-4,4'-diamine

HRID 3024

반응식

HRID 3024 반응식
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:26]=[CH:25][C:17]([NH:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:16][CH:15]=3)=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.I[C:28]1[CH:29]=[C:30]([CH:38]=[CH:39][CH:40]=1)[CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34].[C:41](=[O:44])([O-])[O-:42].[K+].[K+].CCCCC[CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59].[C:60]1(C)C=CC=C[CH:61]=1>O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[C:19]1([N:18]([C:58]2[CH:57]=[CH:56][CH:55]=[C:54]([CH2:53][CH2:52][C:41]([O:42][CH2:60][CH3:61])=[O:44])[CH:59]=2)[C:17]2[CH:25]=[CH:26][C:14]([C:11]3[CH:12]=[CH:13][C:8]([N:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[C:28]4[CH:40]=[CH:39][CH:38]=[C:30]([CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH:29]=4)=[CH:9][CH:10]=3)=[CH:15][CH:16]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

참가 물질

7

반응물 5

HCID 1140TolueneHCID 11430Potassium CarbonateHCID 12388TridecaneHCID 68280N,N'-DiphenylbenzidineHCID 10913723Ethyl 3-iododihydrocinnamate

생성물 1

HCID 11125317N,N'-diphenyl-N,N'-bis[3-(2-ethoxycarbonylethyl)phenyl]-[1,1'-biphenyl]-4,4'-diamine

시약·촉매·용매 1

HCID 24463Copper sulfate pentahydrate촉매

반응 조건

온도
230 °C

실험 절차

In a 100 ml-volume flask, 10.77 g of N,N'-diphenylbenzidine, 23.0 g of ethyl 3-iododihydrocinnamate, 11.61 g of potassium carbonate, 1.0 g of copper sulfate pentahydrate and 20 ml of n-tridecane were placed, and the mixture was reacted under heating at 230° C. for one hour in a nitrogen stream. After the reaction, the system was cooled to room temperature, the reaction mixture was dissolved in 50 ml of toluene, insoluble matters were filtered and the filtrate was purified by silica gel column chromatography using toluene to obtain 19.6 g of N,N'-diphenyl-N,N'-bis[3-(2-ethoxycarbonylethyl)phenyl]-[1,1'-biphenyl]-4,4'-diamine as an oily substance. The IR spectrum of the product is shown in FIG. 2.

후처리

  1. customthe mixture was reacted
  2. customAfter the reaction
  3. temperaturethe system was cooled to room temperature
  4. filtrationinsoluble matters were filtered
  5. customthe filtrate was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-70576781abfa4a2db8a2ad21736fa5f6
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731118

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