Hydrochloric Acid → 2-Methoxy-5-(5-methylsulfonyltetrazol-1-yl)benzoic acid

HRID 2230630Notes

Reaction equation

HRID 2230630 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]([S:18]([CH3:21])(=[O:20])=[O:19])=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].CO.[OH-].[Na+].Cl>ClCCl.O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]([S:18]([CH3:21])(=[O:20])=[O:19])=[N:16][N:15]=[N:14]2)=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 18464688methyl 2-methoxy-5-(5-methylsulfonyl-1H-tetrazol-1-yl)benzoate

Product 1

HCID 184644382-Methoxy-5-(5-methylsulfonyltetrazol-1-yl)benzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Combine methyl 2-methoxy-5-(5-methylsulfonyl-1H-tetrazol-1-yl)benzoate (5 mmol), methanol (10 mL), and a 1 M aqueous sodium hydroxide solution (6 mL, 6.0 mmol). After 18 hours, evaporate in vacuo to give a residue. Combine the residue, water (5 mL) and acidify by dropwise addition of a 1 M aqueous hydrochloric acid solution (6.5 mL). Evaporate in vacuo to give a residue. Combine the residue and dichloromethane and stir. Decant and add dichloromethane and stir. Decant and combine with the first decantate. Dry over Na2SO4, filter, and concentrate in vacuo to give the title compound.

Workup

  1. customevaporate in vacuo
  2. customto give a residue
  3. customEvaporate in vacuo
  4. customto give a residue
  5. customDecant
  6. additionadd dichloromethane
  7. stirringstir
  8. customDecant
  9. dry with materialDry over Na2SO4
  10. filtrationfilter
  11. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-ccd1973a824242b4abd9090f72f3df82
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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