Ammonium Hydroxide → 4-Amino-3-nitrobenzaldehyde

HRID 1663372Notes

Reaction equation

HRID 1663372 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[NH4+:13].[OH-]>O>[NH2:13][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 5981294-Fluoro-3-nitrobenzaldehyde

Product 1

HCID 132377034-Amino-3-nitrobenzaldehyde

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Fluoro-3-nitrobenzaldehyde (3 g) was slowly added to 50 ml of conc. aq. NH4OH. After stirring for 3 h, the mixture was diluted with water and extracted with dichloromethane. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silicagel in heptane/ethyl acetate 1/0→0/1 (v/v) as eluent.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by chromatography on silicagel in heptane/ethyl acetate 1/0→0/1 (v/v) as eluent

Sources & evidence

ORD record
ord-bd069723838a4a819de9624ad539294f
Source dataset
uspto-grants-2011_10
Patent number
US08034945B2

Reaction notes

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