Bromine → 1-Bromo-2,4-dimethoxy-5-nitrobenzene

HRID 130411

Reaction equation

HRID 130411 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[C:5]([O:12][CH3:13])[CH:4]=1.[Br:14]Br>C(Cl)(Cl)Cl>[Br:14][C:8]1[CH:7]=[C:6]([N+:9]([O-:11])=[O:10])[C:5]([O:12][CH3:13])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 2

HCID 24408BromineHCID 786332,4-Dimethoxy-1-nitrobenzene

Product 1

HCID 185436101-Bromo-2,4-dimethoxy-5-nitrobenzene

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

1,3-Dimethoxy-4-nitrobenzene (5.0 g, 27 mmol) in chloroform (50 ml) at 0° C., was treated with a solution of bromine (1.68 ml, 33 mmol) in chloroform (50 ml). The solution was stirred with warming to room temperature for 4 hours, washed with 10% sodium thiosulfate solution and brine then dried over anhydrous magnesium sulfate and concentrated in vacuo. The crude product was used without further purification (D17). MS (ES+) m/e 262/264 [M+H]+.

Workup

  1. washwashed with 10% sodium thiosulfate solution and brine
  2. dry with materialthen dried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe crude product was used without further purification (D17)

Sources & evidence

ORD record
ord-3b86f43fe5bb4cde9afb7354e48b0a98
Source dataset
uspto-grants-2008_06
Patent number
US07381728B2

Linked notes

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