Bromine → HCID 18004217, compound

HRID 990171Notes

Reaction equation

HRID 990171 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-methylpropyloxy)benzene (359.61 g, 1.62 mol) and 500 ml of CH2Cl2 were placed in the reaction vessel and admixed with a little iron powder. While cooling, bromine (266.88 g, 1.78 mol) (mixed with about 200 ml of CH2Cl2) was slowly added dropwise. The mixture was stirred for about 20 hours at room temperature. For the work-up, the mixture was stirred with aqueous Na2SO3 solution and the iron powder was subsequently filtered off. The organic phase was then shaken twice with NaHCO3 solution and subsequently washed with water until neutral. After drying, the organic phase was evaporated.

Workup

  1. temperatureWhile cooling
  2. filtrationthe iron powder was subsequently filtered off
  3. stirringThe organic phase was then shaken twice with NaHCO3 solution
  4. washsubsequently washed with water until neutral
  5. customAfter drying
  6. customthe organic phase was evaporated

Sources & evidence

ORD record
ord-087870abbd1c48d886bc8cb6914272e4
Source dataset
uspto-grants-2002_10
Patent number
US06458909B1

Reaction notes

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