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

HRID 1172783노트

반응식

HRID 1172783 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3280304f7a004b54a8c3124381f014b7
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07833632B2

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