2-Bromo-1-ethyl-4-nitrobenzene → 3-Bromo-4-ethylaniline

HRID 584299Notes

Reaction equation

HRID 584299 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[CH2:11][CH3:12]>[Fe]>[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:11][CH3:12]

Participants

3

Reactant 1

HCID 223455942-Bromo-1-ethyl-4-nitrobenzene

Product 1

HCID 223456173-Bromo-4-ethylaniline

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

In a manner similar to that of Example 1(c), by reacting 34 g (148 mmol) of 1-bromo-2-ethyl-5-nitrobenzene with 33 g (591 mmol) of iron, and after purification by chromatography on a column of silica eluted with a mixture of heptane and ethyl acetate (90/10), 27 g (89%) of the expected product are obtained in the form of a yellow oil.

Workup

  1. customafter purification by chromatography on a column of silica
  2. washeluted with a mixture of heptane and ethyl acetate (90/10), 27 g (89%) of the expected product
  3. customare obtained in the form of a yellow oil

Sources & evidence

ORD record
ord-a492d50b550847aba890ac5ecce3dfd8
Source dataset
uspto-grants-2005_08
Patent number
US06924400B2

Reaction notes

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