Ethanol → Ethyl 4-methyl-1H-1,2,3-triazole-1-acetate

HRID 876675Notes

Reaction equation

HRID 876675 reaction equation
[CH3:1][C:2]1[N:3]=[N:4][N:5]([CH2:7][C:8]([OH:10])=[O:9])[CH:6]=1.[CH2:11](O)[CH3:12]>S(=O)(=O)(O)O>[CH2:11]([O:9][C:8](=[O:10])[CH2:7][N:5]1[CH:6]=[C:2]([CH3:1])[N:3]=[N:4]1)[CH3:12]

Participants

4

Reactant 2

HCID 702EthanolHCID 185244432-(4-methyl-1H-1,2,3-triazol-1-yl)acetic acid

Product 1

HCID 59603650Ethyl 4-methyl-1H-1,2,3-triazole-1-acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

2.0 g (14.2 mmol) (4-methyl-1H-1,2,3-triazol-1-yl)acetic acid are dissolved in 30 ml ethanol and 10 drops of conc. sulfuric acid are added. The reaction mixture is stirred at RT for 16 h. For working up, the mixture is concentrated in vacuo, ethyl acetate is added to the residue and the suspension is washed with half-concentrated sodium bicarbonate solution. The organic phase is dried over magnesium sulfate, the solvent is removed completely on a rotary evaporator and the solid is dried in vacuo.

Workup

  1. concentrationthe mixture is concentrated in vacuo, ethyl acetate
  2. additionis added to the residue
  3. washthe suspension is washed with half-concentrated sodium bicarbonate solution
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. customthe solvent is removed completely on a rotary evaporator
  6. customthe solid is dried in vacuo

Sources & evidence

ORD record
ord-492501e079c34d3d83b1b6b183a6204b
Source dataset
uspto-grants-2015_03
Patent number
US08987261B2

Reaction notes

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