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Potassium Carbonate → 2-(7-bromo-9,9-dimethyl-9H-fluoren-2-yl)dibenzo[b,d]thiophene

HRID 924544
ノート
印刷プレビュー

反応式

HRID 924544 の反応式
Br[C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[C:5]([CH3:17])([CH3:16])[C:4]=2[CH:3]=1.[CH:18]1[C:26]2[C:25]3[CH:27]=[CH:28][CH:29]=[CH:30][C:24]=3[S:23][C:22]=2[CH:21]=[CH:20][C:19]=1B(O)O.C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Pd]>[Br:15][C:8]1[CH:7]=[C:6]2[C:11]([C:12]3[CH:13]=[CH:14][C:2]([C:28]4[CH:29]=[CH:30][C:24]5[S:23][C:22]6[CH:21]=[CH:20][CH:19]=[CH:18][C:26]=6[C:25]=5[CH:27]=4)=[CH:3][C:4]=3[C:5]2([CH3:16])[CH3:17])=[CH:10][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 2794660Dibenzothiophene-2-boronic AcidHCID 121238762,7-Dibromo-9,9-dimethylfluorene

生成物 1

HCID 902619402-(7-bromo-9,9-dimethyl-9H-fluoren-2-yl)dibenzo[b,d]thiophene収率 50%

試薬・触媒・溶媒 2

HCID 11979704Tetrakis(triphenylphosphine)palladium
触媒
HCID 22272177Toluene water溶媒

実験手順

2,7-dibromo-9,9-dimethyl-9H-fluorene (5.0 g, 14.201 mmol), dibenzo[b,d]thiophen-2-ylboronic acid (1.62 g, 7.10 mmol), Pd(pph3)4 (820 mg, 0.71 mmol), K2CO3 (1.96 g, 14.201 mmol) were put in a 250 mL two-neck flask and dissolved in toluene/H2O. The solution was refluxed and stirred for 12 hours. After completion of the reaction, the solution was distilled under reduced pressure to remove the solvent. The resultant was columned with a solution of hexane and methylenechloride (9:1). The solution was distilled under reduced pressure and was re-crystallized in a solution of methylene chloride and petroleum ether such that the white solid compound was obtained, (1.61 g, yield: 50%).

後処理

  1. temperatureThe solution was refluxed
  2. customAfter completion of the reaction
  3. distillationthe solution was distilled under reduced pressure
  4. customto remove the solvent
  5. distillationThe solution was distilled under reduced pressure
  6. customwas re-crystallized in a solution of methylene chloride and petroleum ether such that the white solid compound
  7. customwas obtained

出典と根拠

ORDレコード
ord-a95883f0156743c19dc99768c7a15e78
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09281482B2

反応ノート

読み込み中…

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