Bromine → HCID 18004217, compound

HRID 988938Notes

Reaction equation

HRID 988938 reaction equation
[CH3:1][CH:2]([CH3:16])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH2:12][CH:13]([CH3:15])[CH3:14].[Br:17]Br.[O-]S([O-])=O.[Na+].[Na+]>[Fe].C(Cl)Cl>[CH3:1][CH:2]([CH3:16])[CH2:3][O:4][C:5]1[CH:10]=[C:9]([Br:17])[CH:8]=[CH:7][C:6]=1[O:11][CH2:12][CH:13]([CH3:15])[CH3:14]

Participants

6

Reactant 3

HCID 24408BromineHCID 24437Sodium SulfiteHCID 889391HCID 889391, compound

Product 1

HCID 18004217HCID 18004217, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 6344DichloromethaneSolvent

Procedure

1,2-bis(2-methylpropoxy)benzene (359.61 g, 1.62 mol) was initially introduced with 500 ml of CH2Cl2, and a little iron powder was added. Bromine (266.88 g, 1.78 mol) (mixed with about 200 ml of CH2Cl2) was then slowly added dropwise with cooling. The batch was stirred at room temperature for about 20 hours. For work-up, the batch was stirred with aqueous Na2SO3 solution, and the iron powder was subsequently filtered off. The organic phase was then washed by shaking 2× with NaHCO3 solution, and subsequently washed with water until neutral. After drying, the organic phase was evaporated.

Workup

  1. temperaturewith cooling
  2. filtrationthe iron powder was subsequently filtered off
  3. washThe organic phase was then washed
  4. stirringby shaking 2× with NaHCO3 solution
  5. washsubsequently washed with water until neutral
  6. customAfter drying
  7. customthe organic phase was evaporated

Sources & evidence

ORD record
ord-12c8ff3080a640819e6cb2f43e887938
Source dataset
uspto-grants-2003_10
Patent number
US06638646B2

Reaction notes

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