1-Chloro-2-(difluoromethyl)-4-nitrobenzene → 66351-92-6
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[CH:11]([F:13])[F:12]>C(O)(=O)C.[Fe]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[CH:11]([F:12])[F:13]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 115 °C
Procedure
To a suspension of iron powder (16 g) in acetic acid (95 ml) was added 1-chloro-2-difluoromethyl-4-nitro-benzene (5.1 g, 15 mmol) and the reaction mixture was heated to 115° C. for 15 minutes. The mixture was filtered and the residue was washed with acetic acide and CH2Cl2. Evaporation of the solvent gave the crude product. It was further purified by chromatography over silica gel to give 4-chloro-3-difluoromethyl-phenylamine (76%), MS: m/e=177.1 (M+).
Workup
- filtrationThe mixture was filtered
- washthe residue was washed with acetic acide and CH2Cl2
- customEvaporation of the solvent
- customgave the crude product
- customIt was further purified by chromatography over silica gel
Sources & evidence
- ORD record
- ord-9d5bf4bd1bef44b2a6acbe1fbb7d4dd3
- Source dataset
- uspto-grants-2006_02
- Patent number
- US07005432B2
Reaction notes
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