Sodium Carbonate → 1-[4-(9,10-diphenylanthracen-2-yl)phenyl]-2-phenyl-1H-benzimidazole

HRID 1172775ノート

反応式

HRID 1172775 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]=[C:9]2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:4][CH:3]=1.[C:23]1([C:29]2[C:30]3[C:35]([C:36]([C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=4)=[C:37]4[C:42]=2[CH:41]=[C:40](B(O)O)[CH:39]=[CH:38]4)=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=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:23]1([C:29]2[C:30]3[C:35]([C:36]([C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=4)=[C:37]4[C:42]=2[CH:41]=[C:40]([C:2]2[CH:3]=[CH:4][C:5]([N:8]5[C:12]6[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=6[N:10]=[C:9]5[C:17]5[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=5)=[CH:6][CH:7]=2)[CH:39]=[CH:38]4)=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 230940711-(4-Bromophenyl)-2-phenyl-1H-benzimidazoleHCID 231602159,10-Diphenylanthracene-2-boronic Acid

生成物 1

HCID 589538151-[4-(9,10-diphenylanthracen-2-yl)phenyl]-2-phenyl-1H-benzimidazole収率 92.1%

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

1.0 g (2.9 mmol) of 1-(4-bromophenyl)-2-phenyl-1H-benzimidazole, 1.2 g (3.2 mmol) of 9,10-diphenylanthracene-2-boronic acid, and 0.067 g (0.058 mmol) of tetrakis(triphenylphosphine)palladium were dissolved into 20 mL of 1,2-dimethoxyethane. Then, 10 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. After the completion of the reaction, the resultant was filtered, and the resultant solid was washed with water, methanol, and toluene to obtain 1.6 g of a greenish white solid (90% yield). Mass spectral analysis confirmed that the solid was a target product. The solid had an m/e of 598 with respect to a molecular weight of 598.24.

後処理

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

出典と根拠

ORDレコード
ord-814ada64fb4847f18afe8b2ec7b2dc3e
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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