Hydrochloric Acid → 3-(4-Aminophenyl)propionic acid

HRID 1105921Notes

Reaction equation

HRID 1105921 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]([CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O.Cl.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:13][CH:14]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 701562-Propenoic acid, 3-(4-nitrophenyl)-HCID 178418361HCID 178418361, compound

Product 1

HCID 754513-(4-Aminophenyl)propionic acid

Reagents, catalysts & solvents 2

HCID 702EthanolCatalystHCID 23938PalladiumCatalyst

Procedure

A mixture of 5.0 g. of 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 4-aminohydrocinnamic acid.

Workup

  1. additionA mixture of 5.0 g
  2. filtrationThe mixture is then filtered through celite
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-445fd749196a4307bd6ee0855bd630c6
Source dataset
uspto-grants-1982_01
Patent number
US04310545

Reaction notes

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