Sodium Carbonate → 2,6-Bis(1,2-diphenyl-1h-benzimidazol-5-yl)-9,10-di(2-naphthyl)anthracene

HRID 1172783ノート

反応式

HRID 1172783 の反応式
Br[C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH:28]=3)[C:6]3[C:11]([C:12]=2[C:16]2[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:17]=2)=[CH:10][C:9](Br)=[CH:8][CH:7]=3)[CH:3]=1.[C:37]1([N:43]2[C:47]3[CH:48]=[CH:49][C:50](B(O)O)=[CH:51][C:46]=3[N:45]=[C:44]2[C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=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.COCCOC>[C:37]1([N:43]2[C:47]3[CH:48]=[CH:49][C:50]([C:2]4[CH:15]=[CH:14][C:13]5[C:4](=[C:5]([C:27]6[CH:36]=[CH:35][C:34]7[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=7)[CH:28]=6)[C:6]6[C:11]([C:12]=5[C:16]5[CH:25]=[CH:24][C:23]7[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=7)[CH:17]=5)=[CH:10][C:9]([C:50]5[CH:49]=[CH:48][C:47]7[N:43]([C:37]8[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=8)[C:44]([C:55]8[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=8)=[N:45][C:46]=7[CH:51]=5)=[CH:8][CH:7]=6)[CH:3]=4)=[CH:51][C:46]=3[N:45]=[C:44]2[C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 224978022,6-Dibromo-9,10-di(naphthalen-2-yl)anthraceneHCID 23160233(1,2-diphenyl-1H-benzimidazol-5-yl)Boronic acid

生成物 1

HCID 231602222,6-Bis(1,2-diphenyl-1h-benzimidazol-5-yl)-9,10-di(2-naphthyl)anthracene収率 73%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

2.0 g (3.4 mmol) of 2,6-dibromo-9,10-di(2-naphthyl)anthracene, 2.4 g (7.5 mmol) of 1,2-diphenyl-1H-benzimidazole-5-boronic acid, and 0.16 g (0.14 mmol) of tetrakis(triphenylphosphine)palladium were dissolved into 30 mL of 1,2-dimethoxyethane. Then, 15 mL of a 2 M aqueous solution of sodium carbonate were added, and the whole was refluxed under heating for 8 hours in an argon atmosphere. The resultant was stood to cool. After the completion of the reaction, the resultant was filtered, and the resultant solid was washed with water, methanol, and toluene to obtain 2.4 g of a greenish white crystal (73% yield). Mass spectral analysis confirmed that the crystal was a target product. The crystal had an m/e of 966 with respect to a molecular weight of 966.37.

後処理

  1. temperaturethe whole was refluxed
  2. temperatureunder heating for 8 hours in an argon atmosphere
  3. temperatureto cool
  4. customAfter the completion of the reaction
  5. filtrationthe resultant was filtered
  6. washthe resultant solid was washed with water, methanol, and toluene

出典と根拠

ORDレコード
ord-3280304f7a004b54a8c3124381f014b7
出典データセット
uspto-grants-2010_11
特許番号
US07833632B2

反応ノート

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