HCID 54125717, compound → HCID 13338743, compound

HRID 485664Notes

Reaction equation

HRID 485664 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][CH2:10][CH:11]([N:22]1[C:26](=[O:27])[C:25]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]2[C:23]1=[O:32])[C:12]([O:14]CC1C=CC=CC=1)=[O:13]>C(O)C.[Pd]>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][CH:11]([N:22]1[C:26](=[O:27])[C:25]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]2[C:23]1=[O:32])[C:12]([OH:14])=[O:13]

Participants

4

Reactant 1

HCID 54125717HCID 54125717, compound

Product 1

HCID 13338743HCID 13338743, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of benzyl 5-(2-aminophenyl)-2-phthalimido-4-penteneoate (10.7 g) in ethanol (500 ml) is hydrogenated at atmospheric pressure with 10% palladium on charcoal (2 g) until uptake ceases. The catalyst is filtered off and the filtrate evaporated under reduced pressure. The residue is triturated with ethyl acetate to give 5-(2-aminophenyl)-2-phthalimidopentanoic acid, mp 258°-260°, used without further purification in the next synthetic step.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate evaporated under reduced pressure
  3. customThe residue is triturated with ethyl acetate

Sources & evidence

ORD record
ord-0d2275d516674d27824d6487f8ad71d5
Source dataset
uspto-grants-1985_08
Patent number
US04537885

Reaction notes

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