Hydrochloric Acid → 3-(4-Amino-3-fluorophenyl)propanoic acid
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[N+:13]([O-])=O)[CH:5]=[CH:6][C:7]([OH:9])=[O:8].Cl.[H][H]>C(O)C.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH2:13])[CH2:5][CH2:6][C:7]([OH:9])=[O:8]Participants
6
Procedure
A mixture of 5.0 g. of 3-fluoro-4-nitrocinnamic acid and 100 mg. of 10% palladium-on-carbon in 200 ml. of ethanol containing 5 drops of 5.5 N ethanolic hydrogen chloride is treated with hydrogen in a Parr apparatus at room temperature for 3 hours. The mixture is then filtered through Celite and the filtrate is concentrated, affording 3-fluoro-4-aminohydrocinnamic acid.
Workup
- additionA mixture of 5.0 g
- filtrationThe mixture is then filtered through Celite
- concentrationthe filtrate is concentrated
Sources & evidence
- ORD record
- ord-1e8f24fa8e5f4c26a893336980ae12ce
- Source dataset
- uspto-grants-1982_06
- Patent number
- US04333940
Reaction notes
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