Sodium Hydroxide → 2,6-Dibromoanthracene

HRID 240214Notes

Reaction equation

HRID 240214 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=O)[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([Br:17])[CH:10]=3)[C:5](=O)[C:4]=2[CH:3]=1.[OH-].[Na+]>O.[Zn]>[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][C:9]([Br:17])=[CH:8][CH:7]=3)[CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 109594842,6-Dibromoanthraquinone

Product 1

HCID 220589062,6-DibromoanthraceneYield 54.5%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 962WaterSolvent

Procedure

30 g of 2,6-dibromoanthraquinone, 5 g of Zn and 25 g of NaOH were stirred in 200 mL of water at 100° C. for 24 hours and when the reaction was complete, the reaction materials were filtered. The thus-obtained organic material and inorganic material were dissolved in chloroform and the resulting mixture was re-filtered. The obtained filtrate was applied to a silica gel short column, thereby separating the inorganic material. The separated material was recrystallized from MC and MeOH, thereby obtaining 15 g of 2,6-dibromoanthracene.

Workup

  1. filtrationthe reaction materials were filtered
  2. dissolutionThe thus-obtained organic material and inorganic material were dissolved in chloroform
  3. filtrationthe resulting mixture was re-filtered
  4. customseparating the inorganic material
  5. customThe separated material was recrystallized from MC and MeOH

Sources & evidence

ORD record
ord-29a30fe653a341bd8f74655754d12a22
Source dataset
uspto-grants-2014_02
Patent number
US08647753B2

Reaction notes

Loading…