Sodium Carbonate → 3,5-Dipyrenylbromobenzene

HRID 228139ノート

反応式

HRID 228139 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 714247373,5-Dipyrenylbromobenzene収率 38.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-8ca79cd2f7be4a7193007483ffae5a51
出典データセット
uspto-grants-2009_07
特許番号
US07560604B2

反応ノート

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