2-Fluoro-5-nitrobenzoic acid → 5-Amino-2-fluorobenzoic acid
Reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[H][H]>C(OCC)(=O)C.[Pd]>[NH2:11][C:8]1[CH:9]=[CH:10][C:2]([F:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
111 g of 2-fluoro-5-nitrobenzoic acid was dissolved in 1 liter of ethyl acetate. To this solution was added 5 g of 5 percent palladium on charcoal. The mixture was hydrogenated on a Parr apparatus for 24 hours at 20° C. at 50 psi of hydrogen. The theoretical amount of hydrogen was absorbed. The solution was filtered, then evaporated to dryness to provide a tan residue of 95.2 g of 5-amino-2-fluorobenzoic acid.
Workup
- customThe theoretical amount of hydrogen was absorbed
- filtrationThe solution was filtered
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-160fe36ce2944c688b9249b000b15581
- Source dataset
- uspto-grants-1983_08
- Patent number
- US04400386
Reaction notes
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