Sodium Carbonate → HCID 59722238, compound

HRID 1513628Notes

Reaction equation

HRID 1513628 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:11]=[C:10]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:9]=2)=[CH:4][CH:3]=1.[C:26]1([C:32]2[C:33]3[C:38]([C:39]([C:49]4[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=4)=[C:40]4[C:45]=2[CH:44]=[C:43](B(O)O)[CH:42]=[CH:41]4)=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.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>[C:26]1([C:32]2[C:33]3[C:38]([C:39]([C:49]4[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=4)=[C:40]4[C:45]=2[CH:44]=[C:43]([C:2]2[CH:3]=[CH:4][C:5]([C:8]5[CH:13]=[C:12]([C:14]6[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=6)[N:11]=[C:10]([C:20]6[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=6)[CH:9]=5)=[CH:6][CH:7]=2)[CH:42]=[CH:41]4)=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 6334864-(4-Bromophenyl)-2,6-diphenylpyridineHCID 231602159,10-Diphenylanthracene-2-boronic Acid

Product 1

HCID 59722238HCID 59722238, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

4-(4-Bromophenyl)-2,6-diphenylpyridine 4.2 g (11 mmol), 9,10-diphenylanthracene-2-boronic acid 4.9 g (13 mmol) and tetrakis(triphenylphosphine)palladium 0.21 g (0.22 mmol) were dissolved in 60 mL of 1,2-dimethoxyethane. A 2.0M sodium carbonate aqueous solution 30 mL was added thereto, and the solution was refluxed for 8 hours under argon atmosphere by heating. After finishing the reaction, the solution was filtered, and a solid matter obtained was washed with water, methanol and toluene to obtain 5.8 g (yield: 83%) of a greenish white solid matter. Mass spectral analysis of the above solid matter resulted in confirming that m/e was 635 versus a molecular weight of 635.26 and that it was the aimed compound 4.

Workup

  1. temperaturethe solution was refluxed for 8 hours under argon atmosphere
  2. temperatureby heating
  3. customthe reaction
  4. filtrationthe solution was filtered
  5. customa solid matter obtained
  6. washwas washed with water, methanol and toluene

Sources & evidence

ORD record
ord-ecc02c8a9179495bb723a157bedb2783
Source dataset
uspto-grants-2012_07
Patent number
US08217570B2

Reaction notes

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