Sodium Hydroxide → 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid

HRID 491893Notes

Reaction equation

HRID 491893 reaction equation
C[O:2][C:3]([C:5]1[N:9]=[CH:8][N:7]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:6]=1)=[O:4].[OH-].[Na+]>C1COCC1.CO>[CH2:10]([N:7]1[CH:8]=[N:9][C:5]([C:3]([OH:4])=[O:2])=[N:6]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67023628methyl 1-benzyl-1H-1,2,4-triazole-3-carboxylate

Product 1

HCID 157079191-Benzyl-1H-1,2,4-triazole-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid methyl ester (4.11 g) in THF (30 mL) in methanol (30 mL), was added sodium hydroxide solution (1.0 N, 28 mL, 28 mmol). The solution was stirred at room temperature for 3 hours. The organic solvents were removed by evaporation. The aqueous phase washed with diethyl ether one time. The aqueous solution was acidified by adding 2 N HCl and then filtered to yield 1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid as a white solid.

Workup

  1. customThe organic solvents were removed by evaporation
  2. washThe aqueous phase washed with diethyl ether one time
  3. additionby adding 2 N HCl
  4. filtrationfiltered

Sources & evidence

ORD record
ord-dc3ef00949a048318d7b4daf39039939
Source dataset
uspto-grants-2009_05
Patent number
US07531545B2

Reaction notes

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