Ethyl 1H-1,2,4-triazole-1-propanoate → 3-(1H-1,2,4-triazol-1-yl)propan-1-ol

HRID 1822835Notes

Reaction equation

HRID 1822835 reaction equation
C([O:3][C:4](=O)[CH2:5][CH2:6][N:7]1[CH:11]=[N:10][CH:9]=[N:8]1)C.[H-].[H-].[H-].[H-].[Li+].[Al+3].CO.O>CCOCC>[N:7]1([CH2:6][CH2:5][CH2:4][OH:3])[CH:11]=[N:10][CH:9]=[N:8]1

Participants

5

Reactant 3

HCID 15482778Ethyl 1H-1,2,4-triazole-1-propanoateHCID 21226445Aluminium lithium hydrideHCID 22242641Methanol--water (1/1)

Product 1

HCID 47118023-(1H-1,2,4-triazol-1-yl)propan-1-ol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of Ethyl-3-(1H-1,2,4-triazol-1-yl)propanoate (2.95 g, 17.5 mmol) in ether (90 ml), LiAlH4 (0.66 g, 17.5 mmol) was added. After heating to reflux for 60 h, 10 ml of 50%-methanol-water was added. The reaction mixture was filtered and the filter washed with 100 ml of methanol and twice with 100 ml of hot water. After evaporation the title product was obtained after purification using preparative HPLC.

Workup

  1. temperatureAfter heating
  2. temperatureto reflux for 60 h
  3. filtrationThe reaction mixture was filtered
  4. washthe filter washed with 100 ml of methanol and twice with 100 ml of hot water
  5. customAfter evaporation the title product
  6. customwas obtained
  7. customafter purification

Sources & evidence

ORD record
ord-d37a022087b94f34a27895f0f809553a
Source dataset
uspto-grants-2006_05
Patent number
US07037925B2

Reaction notes

Loading…