Dibenzofuran → 2-Bromodibenzofuran

HRID 1774278Notes

Reaction equation

HRID 1774278 reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Br:14]Br>C(O)(=O)C>[Br:14][C:2]1[CH:3]=[CH:4][C:5]2[O:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[C:9]=2[CH:1]=1

Participants

4

Reactant 2

HCID 568DibenzofuranHCID 24408Bromine

Product 1

HCID 68562-Bromodibenzofuran

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Under a nitrogen atmosphere, 150 g of dibenzofuran and 1 l of acetic acid were loaded into a 300-ml three-necked flask, and then the contents were dissolved under heat. 188 Grams of bromine were added dropwise to the solution. After that, the mixture was stirred for 20 hours under air cooling. The precipitated crystal was separated by filtration, and was then sequentially washed with acetic acid and water. The washed crystal was dried under reduced pressure. The resultant crystal was purified by distillation under reduced pressure, and was then repeatedly recrystallized with methanol several times. Thus, 66.8 g of 2-bromodibenzofuran were obtained.

Workup

  1. dissolutionthe contents were dissolved
  2. temperatureunder heat
  3. temperaturecooling
  4. customThe precipitated crystal was separated by filtration
  5. washwas then sequentially washed with acetic acid and water
  6. customThe washed crystal was dried under reduced pressure
  7. distillationThe resultant crystal was purified by distillation under reduced pressure
  8. customwas then repeatedly recrystallized with methanol several times

Sources & evidence

ORD record
ord-7486482385f649b68f2d26ebfa68302b
Source dataset
uspto-grants-2016_02
Patent number
US09260390B2

Reaction notes

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