HCID 22097613, compound → Imidazole-1-butyric acid

HRID 1584149Notes

Reaction equation

HRID 1584149 reaction equation
C([O:8][C:9](=[O:18])[CH2:10][CH2:11][CH2:12][N:13]1[CH:17]=[CH:16][N:15]=[CH:14]1)C1C=CC=CC=1>[C].[Pd].C(O)C>[N:13]1([CH2:12][CH2:11][CH2:10][C:9]([OH:18])=[O:8])[CH:17]=[CH:16][N:15]=[CH:14]1

Participants

4

Reactant 1

HCID 22097613HCID 22097613, compound

Product 1

HCID 3055390Imidazole-1-butyric acidYield 75%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-(1-imidazolyl)butyric acid benzyl ester (7.4 g), 5% palladium-carbon (1.0 g) and ethanol (400 ml) was catalytically reduced at room temperature under 1 atm. After the catalyst was filtered off, the filtrate was concentrated under reduced pressure, and the residual crystal was recrystallized from ethanol, to yield 4-(1-imidazolyl)butyric acid (3.4 g, 75%) as a colorless prismatic crystal having a melting point of 125 to 126° C.

Workup

  1. customwas catalytically reduced at room temperature under 1 atm
  2. filtrationAfter the catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customthe residual crystal was recrystallized from ethanol

Sources & evidence

ORD record
ord-b5674909e2a14a9ba5ab68887a2c1486
Source dataset
uspto-grants-1999_08
Patent number
US05932592

Reaction notes

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