Potassium Carbonate → HCID 86684649, compound

HRID 2282796Notes

Reaction equation

HRID 2282796 reaction equation
Br[C:2]1[CH:3]=[C:4]([N:21]2[C:33]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:27]3[C:22]2=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:5]=[C:6]([N:8]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:14]3[C:9]2=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:7]=1.[Br:34][C:35]1[CH:36]=[CH:37][C:38]2[NH:39][C:40]3[C:45]([C:46]=2[CH:47]=1)=[CH:44][CH:43]=[CH:42][CH:41]=3.C(=O)([O-])[O-].[K+].[K+].C1OCCOC2C(=CC=CC=2)OCCOCCOC2C(=CC=CC=2)OC1>ClC1C=CC=CC=1Cl.[Cu]>[Br:34][C:35]1[CH:36]=[CH:37][C:38]2[N:39]([C:2]3[CH:7]=[C:6]([N:8]4[C:20]5[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=5[C:14]5[C:9]4=[CH:10][CH:11]=[CH:12][CH:13]=5)[CH:5]=[C:4]([N:21]4[C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=5[C:28]5[C:33]4=[CH:32][CH:31]=[CH:30][CH:29]=5)[CH:3]=3)[C:40]3[C:45]([C:46]=2[CH:47]=1)=[CH:44][CH:43]=[CH:42][CH:41]=3

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 26541Dibenzo-18-crown-6HCID 2524463-BromocarbazoleHCID 59770826HCID 59770826, compound

Product 1

HCID 86684649HCID 86684649, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
100 °C

Procedure

1.00 g of 9,9′-(5-bromo-1,3-phenylene)bis(9H-carbazole), 0.65 g of 3-bromo-9H-carbazole, 1.13 g of potassium carbonate, 0.26 g of copper powder and 0.05 g of dibenzo-18-crown-6 were dissolved in 20 mL of o-dichlorobenzene, and the resulting solution was refluxed at a steady 100° C. After completion of the reaction, the reaction mixture was extracted with dichloromethane and distilled water, and the solvent was dried. The resulting solid was filtered and purified, yielding 9,9′-(5-(3-bromo-9H-carbazol-9-yl)-1,3-phenylene)bis(9H-carbazole) as an intermediate.

Workup

  1. customAfter completion of the reaction
  2. extractionthe reaction mixture was extracted with dichloromethane
  3. distillationdistilled water
  4. customthe solvent was dried
  5. filtrationThe resulting solid was filtered
  6. custompurified

Sources & evidence

ORD record
ord-aae45a3f3aa0498a98817619113ce374
Source dataset
uspto-grants-2015_09
Patent number
US09142784B2

Reaction notes

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