Sodium Carbonate → 2,7-Dibromo-9,9-diphenyl-9H-fluorene

HRID 1714705Notes

Reaction equation

HRID 1714705 reaction equation
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[C:5]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(O)[C:4]=2[CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC=CC=1>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[C:5]([C:2]3[CH:14]=[CH:13][CH:12]=[CH:4][CH:3]=3)([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 221175462,7-Dibromo-9-phenyl-9H-fluoren-9-ol

Product 1

HCID 167446362,7-Dibromo-9,9-diphenyl-9H-fluorene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Next, 2,7-dibromo-9-phenyl-9H-fluorene-9-ol is dissolved in benzene, and benzene containing concentrated sulfuric acid is added into the solution and react for one hour. After the solution is cooled down, sodium carbonate is added into the solution. Next, a chloroform extraction is performed, and the organic layer is washed two times by water and dried by magnesium sulfate. Next, the rotary concentrator is utilized to remove the solvent, then chloroform and methanol are utilized to initiate a recrystallization reaction and produce 2,7-di bromo-9,9-diphenylfluorene.

Workup

  1. customreact for one hour
  2. temperatureAfter the solution is cooled down
  3. extractionNext, a chloroform extraction
  4. washthe organic layer is washed two times by water
  5. dry with materialdried by magnesium sulfate
  6. customto remove the solvent
  7. customa recrystallization reaction

Sources & evidence

ORD record
ord-2c372ae15a564030b917259e42a2048b
Source dataset
uspto-grants-2010_09
Patent number
US07799440B2

Reaction notes

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