Sodium Carbonate → 3,5-Dipyrenylbromobenzene

HRID 228139

반응식

HRID 228139 반응식
Br[C:2]1[C:3](Br)=[C:4]([Br:8])[CH:5]=[CH:6][CH:7]=1.[C:10]1(B(O)O)[C:23]2[C:24]3=[C:25]4[C:20](=[CH:21][CH:22]=2)[CH:19]=[CH:18][CH:17]=[C:16]4[CH:15]=[CH:14][C:13]3=[CH:12][CH:11]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[C:10]1([C:6]2[CH:5]=[C:4]([Br:8])[CH:3]=[C:2]([C:17]3[C:16]4[C:25]5=[C:24]6[C:13](=[CH:14][CH:15]=4)[CH:12]=[CH:11][CH:10]=[C:23]6[CH:22]=[CH:21][C:20]5=[CH:19][CH:18]=3)[CH:7]=2)[C:23]2[C:24]3=[C:25]4[C:20](=[CH:21][CH:22]=2)[CH:19]=[CH:18][CH:17]=[C:16]4[CH:15]=[CH:14][C:13]3=[CH:12][CH:11]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 118421,2,3-TribromobenzeneHCID 5084102Pyren-1-ylboronic acid

생성물 1

HCID 714247373,5-Dipyrenylbromobenzene수율 38.6%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Under the atmosphere of argon gas, 6 g of tribromobenzene available as a commercial reagent, 9.4 g of 1-pyrenyl boronic acid and 0.88 g of tetrakis(triphenylphophine)palladium were dissolved in 150 ml of toluene, and then the 57 ml of 2M sodium carbonate aqueous solution was added therein, followed by 7 hours reflux on heating. After standing to cool, the precipitated solid was separated through filtration, and then followed by washing with water and methanol, and drying. The obtained solid was refined through a silica gel chromatography (developing solvent: toluene/hexane=1/3) and then 4.1 g of 3,5-dipyrenylbromobenzene of pale yellow solid was obtained (Yield: 38%).

후처리

  1. temperaturereflux
  2. temperatureon heating
  3. temperatureto cool
  4. customthe precipitated solid was separated through filtration
  5. washby washing with water and methanol
  6. customdrying

출처 및 근거

ORD 기록
ord-8ca79cd2f7be4a7193007483ffae5a51
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560604B2

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