9-Phenylcarbazole → 10-phenyl-11,11-bis(9-phenyl-9H-carbazol-3-yl)-11H-indeno[1,2-b]quinoline

HRID 713582노트

반응식

HRID 713582 반응식
[C:1]1([C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]3[C:17]4[C:22]([C:23](=O)[C:8]=23)=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:25]1([N:31]2[C:43]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C:37]3[C:32]2=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>ClCCl>[C:1]1([C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]3[C:17]4[C:22]([C:23]([C:40]5[CH:41]=[CH:42][C:43]6[N:31]([C:25]7[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=7)[C:32]7[C:37]([C:38]=6[CH:39]=5)=[CH:36][CH:35]=[CH:34][CH:33]=7)([C:40]5[CH:41]=[CH:42][C:43]6[N:31]([C:25]7[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=7)[C:32]7[C:37]([C:38]=6[CH:39]=5)=[CH:36][CH:35]=[CH:34][CH:33]=7)[C:8]=23)=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 708519-PhenylcarbazoleHCID 1364164510-phenyl-11H-indeno[1,2-b]quinolin-11-oneHCID 86584057Phosphorus Pentoxide-Methanesulfonic Acid

생성물 1

HCID 11760624710-phenyl-11,11-bis(9-phenyl-9H-carbazol-3-yl)-11H-indeno[1,2-b]quinoline수율 83.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The chemical compound can be obtained by performing nucleophilic addition reactions twice between starting materials and different aniline aromatic rings (e.g. carbazole or triphenylamine) along with using non-metal catalytic Eaton's reagents on different chemical equivalent basis. First, 10-phenyl-11H-indeno[1,2-b]quinolin-11-one (860 mg, 2.80 mmol) and 9-phenyl-9H-carbazole (1500 mg, 6.10 mmol) are placed in a round bottom flask and then dissolved in 5 ml of dichloromethane. Subsequently, 800 μl of Eaton's reagent is slowly dripped into the flask to promote reaction. After 12 hours of reaction at 100° C., the crude product is extracted with 20 ml of dichloromethane and sodium bicarbonate for three times. Finally, an organic layer of the crude product is dehydrated with magnesium sulfate and concentrated to be sublimated and purified to obtain 1820 mg of 10-phenyl-11,11-bis(9-phenyl-9H-carbazol-3-yl)-11H-indeno[1,2-b]quinoline. The percentage yield is 83.8%.

후처리

  1. customThe chemical compound can be obtained
  2. additionaddition reactions twice
  3. customreaction
  4. customAfter 12 hours of reaction at 100° C.
  5. extractionthe crude product is extracted with 20 ml of dichloromethane and sodium bicarbonate for three times
  6. concentrationconcentrated
  7. custompurified

출처 및 근거

ORD 기록
ord-381ffe908a464c359d3a1c02c730f59c
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09184396B2

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