Benzyl 4-(1,2,4-triazol-1-yl)butyrate → 4-(1H-1,2,4-triazol-1-yl)butanoic acid

HRID 2257141Notes

Reaction equation

HRID 2257141 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][C:9]([O:11]CC2C=CC=CC=2)=[O:10])[CH:5]=[N:4][CH:3]=[N:2]1.[H][H]>C(O)C.[C].[Pd]>[N:1]1([CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[N:4][CH:3]=[N:2]1

Participants

5

Reactant 2

HCID 10490579Benzyl 4-(1,2,4-triazol-1-yl)butyrateHCID 178418361HCID 178418361, compound

Product 1

HCID 31574564-(1H-1,2,4-triazol-1-yl)butanoic acidYield 89.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent2×

Procedure

0.5 g of 5% palladium carbon was added to a solution of 11 g of benzyl 4-(1,2,4-triazol-1-yl)butyrate in 150 ml of ethanol. The mixture was stirred at a hydrogen pressure of 1 atm. at room temperature for 1 hour. Thereto was added 100 ml of ethanol. The mixture was heated and made uniform. Palladium carbon was collected by filtration and washed with ethanol. The filtrate and the washings were combined and concentrated under reduced pressure. To the residue was added a small amount of ethanol. The resulting insolubles were collected by filtration to obtain 6.2 g of 4-(1,2,4-triazol-1-yl)butyric acid as a white powder.

Workup

  1. temperatureThe mixture was heated
  2. filtrationPalladium carbon was collected by filtration
  3. washwashed with ethanol
  4. concentrationconcentrated under reduced pressure
  5. additionTo the residue was added a small amount of ethanol
  6. filtrationThe resulting insolubles were collected by filtration

Sources & evidence

ORD record
ord-cfd5c3c8255942549ffdd1b1bc8f6354
Source dataset
uspto-grants-1997_08
Patent number
US05656642

Reaction notes

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