Sodium Carbonate → 2,6-Bis[4-(2-phenyl-1h-benzimidazol-1-yl)-phenyl]-9,10-di(2-naphthyl)anthracene

HRID 1172780노트

반응식

HRID 1172780 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([C:43]2[N:47]([C:48]3[CH:53]=[CH:52][C:51](B(O)O)=[CH:50][CH:49]=3)[C:46]3[CH:57]=[CH:58][CH:59]=[CH:60][C:45]=3[N:44]=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([C:43]2[N:47]([C:48]3[CH:53]=[CH:52][C:51]([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:51]5[CH:50]=[CH:49][C:48]([N:47]7[C:46]8[CH:57]=[CH:58][CH:59]=[CH:60][C:45]=8[N:44]=[C:43]7[C:37]7[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=7)=[CH:53][CH:52]=5)=[CH:8][CH:7]=6)[CH:3]=4)=[CH:50][CH:49]=3)[C:46]3[CH:57]=[CH:58][CH:59]=[CH:60][C:45]=3[N:44]=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 231602194-(2-Phenyl-1H-benzimidazol-1-yl)phenylboronic Acid (contains varying amounts of Anhydride)

생성물 1

HCID 231602262,6-Bis[4-(2-phenyl-1h-benzimidazol-1-yl)-phenyl]-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 4-(2-phenyl-1H-benzimidazol-1-yl)phenylboronic 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 solid (73% yield). Mass spectral analysis confirmed that the solid was a target product. The solid 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-39de21eb5d144791bfa531ed00e93302
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07833632B2

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