HCID 54125717, compound → HCID 13338743, compound

HRID 2417836Notes

Reaction equation

HRID 2417836 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>[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

3

Reactant 1

HCID 54125717HCID 54125717, compound

Product 1

HCID 13338743HCID 13338743, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of benzyl 5-(2-aminophenyl)-2-phthalimido-4-pentenoate (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° C., 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-da30c9578a26467e96493f76ab3e4546
Source dataset
uspto-grants-1984_09
Patent number
US04470988

Reaction notes

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