Carbon Tetrachloride → HCID 21076374, compound

HRID 659919Notes

Reaction equation

HRID 659919 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:12]3[C:17]([CH:18]=[C:19]4[C:24]=2[CH:23]=[CH:22][CH:21]=[CH:20]4)=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Br:25]Br.C(Cl)(Cl)(Cl)Cl>O>[Br:25][C:18]1[C:19]2[C:24]([C:11]([C:8]3[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:10][CH:9]=3)=[C:12]3[C:17]=1[CH:16]=[CH:15][CH:14]=[CH:13]3)=[CH:23][CH:22]=[CH:21][CH:20]=2

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 24408BromineHCID 260376HCID 260376, compound

Product 1

HCID 21076374HCID 21076374, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixed solution of 13.3 g of the above-mentioned 9-(4-tert-butylphenyl)anthracene, 7.52 g of bromine and 300 ml of carbon tetrachloride was heated to reflux under nitrogen atmosphere for 1 hour. After cooling the mixed solution to room temperature, 200 ml of water was injected thereto to extract 200 ml of dichloromethane therefrom. The organic layer was washed twice in 200 ml of water, dried by magnesium sulfate and thereafter concentrated by evaporation. The organic layer was washed twice in 100 ml of hexane and vacuum dried to thereafter obtain 16.09 g of 9-bromo-10-(4-tert-butylphenyl)anthracene.

Workup

  1. temperatureto reflux under nitrogen atmosphere for 1 hour
  2. extractionto extract 200 ml of dichloromethane
  3. washThe organic layer was washed twice in 200 ml of water
  4. dry with materialdried by magnesium sulfate
  5. concentrationconcentrated by evaporation
  6. washThe organic layer was washed twice in 100 ml of hexane
  7. customvacuum dried

Sources & evidence

ORD record
ord-14efa70a6340449cb973bad2724b9a74
Source dataset
uspto-grants-2011_12
Patent number
US08084146B2

Reaction notes

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