Ethanol → HCID 178471188, compound

HRID 1391368Notes

Reaction equation

HRID 1391368 reaction equation
[CH2:1]([N:8]1[C:12]([OH:13])=[C:11]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19](O)[CH3:20]>C(OCC)(=O)C>[CH2:1]([N:8]1[C:12]([OH:13])=[C:11]([CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 178525374HCID 178525374, compound

Product 1

HCID 178471188HCID 178471188, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-Benzyl-4-(2-carboxyethyl)-5-hydroxy-1,2,3-triazole (5.0 g., 0.02 mol.) is suspended in 300 ml. of ethanol. Anhydrous hydrogen chloride gas is bubbled into the suspension for 30 minutes and the mixture is then heated on a steam bath for 20 minutes. The solution is cooled and evaporated to dryness to give a residue which is dissolved in 300 ml. of ethyl acetate. The ethyl acetate solution is washed with water, dried (MgSO4) and evaporated to dryness. Trituration with hexane containing a little acetone gives 1-benzyl-4-(2-carbethoxyethyl)-5-hydroxy-1,2,3-triazole.

Workup

  1. customAnhydrous hydrogen chloride gas is bubbled into the suspension for 30 minutes
  2. temperaturethe mixture is then heated on a steam bath for 20 minutes
  3. temperatureThe solution is cooled
  4. customevaporated to dryness
  5. customto give a residue which
  6. dissolutionis dissolved in 300 ml
  7. washThe ethyl acetate solution is washed with water
  8. dry with materialdried (MgSO4)
  9. customevaporated to dryness

Sources & evidence

ORD record
ord-9750652c70674967b780f1096150c14b
Source dataset
uspto-grants-1979_02
Patent number
US04142046

Reaction notes

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