Hydrochloric Acid → 5-Hydroxy-2-methoxybenzoic acid

HRID 637220Notes

Reaction equation

HRID 637220 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 592162Methyl 5-hydroxy-2-methoxybenzoate

Product 1

HCID 184646075-Hydroxy-2-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Combine methyl 2-methoxy-5-hydroxybenzoate (0.37 g, 2.0 mmol) and a 1 M aqueous sodium hydroxide solution (20 mL, 20 mmol) in methanol (20 mL). After 2 hours, adjust the pH to about 2 using a 1 M aqueous hydrochloric acid solution and extract with dichloromethane. Dry the organic layer over MgSO4, filter, and evaporate in uacuo to give the title compound.

Workup

  1. extractionextract with dichloromethane
  2. dry with materialDry the organic layer over MgSO4
  3. filtrationfilter
  4. customevaporate in uacuo

Sources & evidence

ORD record
ord-3f12afcc1c174ac69b3c27902366c144
Source dataset
uspto-grants-2001_02
Patent number
US06194406B1

Reaction notes

Loading…