4-Chloro-5-ethoxymethyl-2-fluoronitrobenzene → 4-Chloro-5-ethoxymethyl-2-fluoroaniline

HRID 231420Notes

Reaction equation

HRID 231420 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8][O:9][CH2:10][CH3:11])=[CH:6][C:5]([N+:12]([O-])=O)=[C:4]([F:15])[CH:3]=1.[H][H]>C(O)(=O)C.[Pt]>[Cl:1][C:2]1[C:7]([CH2:8][O:9][CH2:10][CH3:11])=[CH:6][C:5]([NH2:12])=[C:4]([F:15])[CH:3]=1

Participants

5

Reactant 2

HCID 145018374-Chloro-5-ethoxymethyl-2-fluoronitrobenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 200323714-Chloro-5-ethoxymethyl-2-fluoroaniline

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 4-chloro-5-ethoxymethyl-2-fluoronitrobenzene (0.9 g, 0.0039 mole) in glacial acetic acid (50 ml) was added to a 250 ml Parr bottle containing platinum IV oxide (0.3 g) under a nitrogen atmosphere. The Parr bottle was placed on a Parr hydrogenation apparatus and charged with hydrogen. The reaction mixture was allowed to shake until hydrogen absorption ceased. The catalyst was removed by vacuum filtration. The 4-chloro-5-ethoxymethyl-2-fluoroaniline produced was used in the next step in acetic acid solution without being isolated.

Workup

  1. customto shake until hydrogen absorption
  2. customThe catalyst was removed by vacuum filtration

Sources & evidence

ORD record
ord-3ced2f01f9b2411ea48b9ccfb74a4b1e
Source dataset
uspto-grants-1989_07
Patent number
US04846882

Reaction notes

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