1-Benzyl-1H-[1,2,3]triazole-4-carboxylic acid → 1-Benzyl-1H-1,2,3-triazole-4-carboxylic acid

HRID 1354777Notes

Reaction equation

HRID 1354777 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([C:13]([O:15]C)=[O:14])[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[OH-].[Na+]>[CH2:1]([N:8]1[CH:12]=[C:11]([C:13]([OH:15])=[O:14])[N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 126514011-Benzyl-1H-[1,2,3]triazole-4-carboxylic acid

Product 1

HCID 162277901-Benzyl-1H-1,2,3-triazole-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 1-benzyl-1H-[1,2,3]triazol-4-carboxylate (217 mg) was dissolved in 4 ml of methanol and hydrolyzed with 2 ml of 2N sodium hydroxide solution. After acidification with 4 ml of 2N hydrochloric acid, the resulting precipitate was filtered off, taken up in 5 ml of ethyl acetate and purified by preparative HPLC. This resulted in the product with the molecular weight of 203.2 (C10H9N3O2); MS (ESI): 204 (M+H+).

Workup

  1. filtrationAfter acidification with 4 ml of 2N hydrochloric acid, the resulting precipitate was filtered off
  2. custompurified by preparative HPLC
  3. customThis resulted in the product with the molecular weight of 203.2 (C10H9N3O2)

Sources & evidence

ORD record
ord-7b25ff3868ac40e1a82db83ac2cd9a2b
Source dataset
uspto-grants-2007_05
Patent number
US07223788B2

Reaction notes

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