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Ethanol → HCID 86727987, 화합물

HRID 2169688
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HRID 2169688 반응식
[Br:1][C:2]1[C:3]2[C:8]([C:9](Br)=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.CC1(C)C(C)(C)OB([C:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:28]([C:35]3[S:36][CH:37]=[CH:38][CH:39]=3)=[CH:27][CH:26]=2)O1.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.C1(C)C=CC=CC=1>[Br:1][C:2]1[C:3]2[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=2)[C:9]([C:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:28]([C:35]3[S:36][CH:37]=[CH:38][CH:39]=3)=[CH:27][CH:26]=2)=[C:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 682269,10-DibromoanthraceneHCID 86727988HCID 86727988, 화합물

생성물 1

HCID 86727987HCID 86727987, 화합물수율 53.2%

시약·촉매·용매 2

HCID 178418397
HCID 178418397, 화합물
촉매
HCID 1140Toluene용매

반응 조건

온도
90 °C

실험 절차

A mixture of 13.4 g (40 mmol) of 9,10-dibromoanthracene, 20.1 g (60 mmol) of 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)naphthalen-1-yl)-1,3,2-dioxaborolane, 0.46 g (0.4 mmol) of tetrakis(triphenylphosphine)palladium, 30 ml of 2M Na2CO3, 80 ml of EtOH and 160 ml toluene was degassed and placed under nitrogen, and then heated at 90° C. for 24 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica(hexane-dichloromethane) to give product 9.9 g (53%) as a yellow solid.

후처리

  1. customwas degassed
  2. customthe reaction
  3. temperatureto cool to room temperature
  4. extractionThe organic layer was extracted with ethyl acetate and water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. customthe solvent was removed
  7. customthe residue was purified by column chromatography on silica(hexane-dichloromethane)

출처 및 근거

ORD 기록
ord-3ac6ecf2dd3c410ea5f7adf68c345039
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09048437B2

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