Hydrochloric Acid → 1,1'-[Oxydi(4,1-phenylene)]bis(2-bromo-2-methylpropan-1-one)

HRID 1455326Notes

Reaction equation

HRID 1455326 reaction equation
[C:1]1([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:14][C:15]([CH3:20])([CH3:19])[C:16](Br)=[O:17].[Cl-].[Cl-].[Cl-].[Al+3].Cl>ClCCl.O>[Br:14][C:15]([CH3:20])([CH3:19])[C:16]([C:11]1[CH:10]=[CH:9][C:8]([O:7][C:1]2[CH:2]=[CH:3][C:4]([C:16](=[O:17])[C:15]([Br:14])([CH3:20])[CH3:19])=[CH:5][CH:6]=2)=[CH:13][CH:12]=1)=[O:17]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7583Diphenyl EtherHCID 886852-Bromo-2-methylpropionyl bromideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 149810971,1'-[Oxydi(4,1-phenylene)]bis(2-bromo-2-methylpropan-1-one)

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5 g (29.37 mmols) of diphenylether and 15.23 g (64.61 mmols) of alpha-bromoisobutrylbromide (purity 97.5% by weight) in 50 ml of dichloromethane in about 30′ 8.61 g (64.61 mmols) of aluminum trichloride were added, maintaining the temperature between 0° and 5° C. After 1.5 h the reaction mixture was poured in a mixture of 200 ml of water and ice and 4 ml of 37% HCl. The organic phase was separated and washed with brine, dried on sodium sulphate, and filtered, A sample obtained after evaporation of the solvent was analysed.

Workup

  1. temperaturemaintaining the temperature between 0° and 5° C
  2. customThe organic phase was separated
  3. washwashed with brine
  4. customdried on sodium sulphate
  5. filtrationfiltered
  6. customA sample obtained
  7. customafter evaporation of the solvent

Sources & evidence

ORD record
ord-bb125821c73d43bcbfc2b1dc3c210848
Source dataset
uspto-grants-2009_01
Patent number
US07482392B2

Reaction notes

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