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Sodium Carbonate → 5-(4-Bromophenyl)acenaphthene

HRID 1785600
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HRID 1785600 반응식
[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[C:6](B(O)O)=[CH:5][CH:4]=[C:3]3[CH2:2]1.[Br:16][C:17]1[CH:22]=[CH:21][C:20](I)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+]>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:16][C:17]1[CH:22]=[CH:21][C:20]([C:6]2[C:7]3[C:12]4[C:3]([CH2:2][CH2:1][C:11]=4[CH:10]=[CH:9][CH:8]=3)=[CH:4][CH:5]=2)=[CH:19][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 115221-Bromo-4-iodobenzeneHCID 3573835Acenaphthene-5-boronic acid

생성물 1

HCID 575959355-(4-Bromophenyl)acenaphthene수율 100%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매
HCID 1140
Toluene
용매

실험 절차

Five point nine gram of the 5-acenaphthene boronic acid obtained and 10.2 gram of 4-bromo iodobenzene were dissolved into 100 milliliter of toluene. Further adding tetrakistriphenylphosphinepalladium in an amount of 1.7 g and 2M-sodium carbonate aqueous solution in an amount of 45 milliliter, an atmospheric air was replaced with argon gas. The resultant solution was refluxed under heating for 6 hours, cooled by leaving it standing and the organic layer was extracted with the use of toluene. Washing with the use of a saturated sodium chloride solution, the organic layer was dried with anhydrous sodium sulfate, and the organic solvent was distillated by means of an evaporator. After refining the residues by means of silicagel column chromatography (spreading solvent: hexane), 9.2 g of the aimed intermediate product 5-(4-bromophenyl) acenaphthene as a pale yellow solid was obtained (yield: 100%).

후처리

  1. temperatureunder heating for 6 hours
  2. temperaturecooled
  3. customby leaving it
  4. extractionthe organic layer was extracted with the use of toluene
  5. washWashing with the use of a saturated sodium chloride solution
  6. dry with materialthe organic layer was dried with anhydrous sodium sulfate
  7. customthe organic solvent was distillated by means of an evaporator

출처 및 근거

ORD 기록
ord-a1164ab4d036488f946a39cdbfdcd8e0
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07504526B2

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