Water → 2-methoxy-5-(1H-tetrazol-1-yl)benzoic acid

HRID 379477Notes

Reaction equation

HRID 379477 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Na+].O>CO.O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 18464873methyl 2-methoxy-5-(1H-tetrazol-1-yl)benzoate

Product 1

HCID 184644352-methoxy-5-(1H-tetrazol-1-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

Combine methyl 2-methoxy-5-(1H-tetrazol-1-yl)benzoate (2.86 g, 12.2 mmol) and a 1M aqueous solution of sodium hydroxide (13.43 mL, 13.43 mmol) in methanol/water (100 mL, 5:1 vol./vol.). Heat to reflux. After 4 hours, concentrate invacuo to remove most of the methanol, add water (50 mL), and adjust the pH to about 4 using a 1M aqueous hydrochloric acid solution. Evaporate invacuo to give a solid, slurry the solid with water, filter, and dry to give 2-methoxy-5-(1H-tetrazol-1-yl)benzoic acid.

Workup

  1. temperatureHeat to reflux
  2. concentrationconcentrate invacuo
  3. customto remove most of the methanol
  4. additionadd water (50 mL)
  5. customEvaporate invacuo
  6. customto give a solid
  7. filtrationfilter
  8. customdry

Sources & evidence

ORD record
ord-7dd9e60231db4d03955fdadeba050c14
Source dataset
uspto-grants-2001_10
Patent number
US06297259B1

Reaction notes

Loading…