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Triethylamine → 2-(4-Bromophenyl)triphenylene

HRID 871813
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HRID 871813 반응식
O1[CH:5]2[C:6]3[C:7]4[C:12]([C:13]5[C:18]([C:19]=3[CH:2]1[CH:3]=[CH:4]2)=[CH:17][CH:16]=[CH:15][CH:14]=5)=[CH:11][CH:10]=[CH:9][CH:8]=4.[Br:20][C:21]1[CH:26]=[CH:25][C:24](I)=[CH:23][CH:22]=1.BrC1C=CC=C(I)C=1.C(N(CC)CC)C>[Zn].Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1(C)C=CC=CC=1>[Br:20][C:21]1[CH:26]=[CH:25][C:24]([C:15]2[CH:16]=[CH:17][C:18]3[C:19]4[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=4)[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:13]=3[CH:14]=2)=[CH:23][CH:22]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 115221-Bromo-4-iodobenzeneHCID 11561Benzene, 1-bromo-3-iodo-HCID 126679791,4-Dihydro-1,4-epoxytriphenylene

생성물 1

HCID 581748542-(4-Bromophenyl)triphenylene수율 62%

시약·촉매·용매 3

HCID 23994Zinc촉매
HCID 178418476HCID 178418476, 화합물촉매
HCID 1140Toluene용매

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온도
110 °C

실험 절차

Compound A (4.0 g, 16.4 mmol), zinc (10.72 g, 163.9 mmol), PdCl2(PPh3)2 (1.16 g, 1.7 mmol), and 1-bromo-4-iodobenzene (4.64 g, 16.4 mmol) or 1-bromo-3-iodobenzene were charged in a two-necked bottle. The bottle was then vacuumed and purged with nitrogen, and dried toluene (100 mL) and triethyl amine (23.0 mL, 165.9 mmol) were added to the bottle. The mixture in the bottle was heated to 110° C. for reaction for 24 hours, and the resulting was filtered to remove metal. The filtrate was condensed to remove the solvent, and then purified by chromatography with hexanes to obtain B (3.90 g, yield=62%) as white solid.

후처리

  1. additionwere added to the bottle
  2. filtrationthe resulting was filtered
  3. customto remove metal
  4. customcondensed
  5. customto remove the solvent
  6. custompurified by chromatography with hexanes
  7. customto obtain B (3.90 g, yield=62%) as white solid

출처 및 근거

ORD 기록
ord-6174dcc545a14f29adf9fe3aa17eda30
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08974920B2

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