2-Chloro-5-nitrophenol → 5-Amino-2-chlorophenol
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[OH:11]>C(OCC)(=O)C.[Pt]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[OH:11]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2-chloro-5-nitrophenol (114 g, 0.66 mol) in ethyl acetate (500 mL) was treated with 5% Pt/C (510 mg, 0.5 weight %) and the mixture shaken under a hydrogen atmosphere (30 psi) for 6 h. The mixture was filtered through Celite® and the residue washed well with ethyl acetate. Evaporation of the ethyl acetate gave a solid (95 g, 100% crude yield) which was taken directly into the next step.
Workup
- filtrationThe mixture was filtered through Celite®
- washthe residue washed well with ethyl acetate
- customEvaporation of the ethyl acetate
- customgave a solid (95 g, 100% crude yield) which
Sources & evidence
- ORD record
- ord-03a6ba3e17a44728844857814bf2bd02
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07091204B2
Reaction notes
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