Ethanol → 12-(5-bromo-2-nitrophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenylene

HRID 879915노트

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HRID 879915 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](I)[CH:3]=1.[CH3:12][C:13]1([CH3:47])[C:37]2[C:17]([CH:18]=[C:19]3[CH:36]=[C:35]4[C:22]([C:23]5[C:28]([C:29]6[C:34]4=[CH:33][CH:32]=[CH:31][CH:30]=6)=[CH:27][CH:26]=[CH:25][CH:24]=5)=[CH:21][C:20]3=2)=[CH:16][C:15](B2OC(C)(C)C(C)(C)O2)=[CH:14]1.C([O-])([O-])=O.[Na+].[Na+].CCO>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CO.C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([C:15]2[CH:16]=[C:17]3[C:37]([C:13]([CH3:47])([CH3:12])[CH:14]=2)=[C:20]2[C:19]([CH:36]=[C:35]4[C:22](=[CH:21]2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:28]=2[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:34]4=2)=[CH:18]3)[CH:3]=1

참가 물질

8

반응물 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 127002174-Bromo-2-iodo-1-nitrobenzeneHCID 8671831210,10-dimethyl-(10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

생성물 1

HCID 8672250912-(5-bromo-2-nitrophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenylene수율 57%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 887Methanol용매HCID 1140Toluene용매

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온도
100 °C

실험 절차

A mixture of 7.5 g (22.8 mmol) of 4-bromo-2-iodo-1-nitrobenzene, 10.7 g (22.8 mmol) of 2-(10,10-dimethyl-10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 0.29 g (0.25 mmol) of tetrakis(triphenylphosphine)palladium, 17 ml of 2M Na2CO3, 40 ml of EtOH and 100 ml toluene was degassed and placed under nitrogen, and then heated at 100° C. for 24 h. After finishing the reaction, the mixture was allowed to cool to room temperature. Than 500 ml MeOH was added, while stirring and the precipitated product was filtered off with suction. To give 7 g (yield 57%) of yellow product which was recrystallized from toluene.

후처리

  1. customwas degassed
  2. customthe reaction
  3. temperatureto cool to room temperature
  4. filtrationthe precipitated product was filtered off with suction

출처 및 근거

ORD 기록
ord-e68ef33c2b1c4b18b940d6d10491983e
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993130B2

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