Hydrochloric Acid → 4-Ethoxy-3,5-dimethoxybenzoic acid

HRID 400056Notes

Reaction equation

HRID 400056 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([O:16][CH3:17])[C:12]=1[O:13][CH2:14][CH3:15])[C:6]([O:8]C)=[O:7].[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([O:16][CH3:17])[C:12]=1[O:13][CH2:14][CH3:15])[C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13652164Methyl 4-ethoxy-3,5-dimethoxybenzoate

Product 1

HCID 136425104-Ethoxy-3,5-dimethoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Combine methyl 3,5-dimethoxy-4-ethoxy-benzoate (2.13 g, 9,421 mmol) and methanol (30 mL). Add a 1M aqueous solution of sodium hydroxide (50 mL, 50 mmol). After 1 hour, acidify the reaction mixture using a 1M aqueous hydrochloric acid solution, extract with ethyl acetate. Dry the organic layer over MgSO4, filtered and evaporated in vacuo to give the title compound.

Workup

  1. extractionextract with ethyl acetate
  2. dry with materialDry the organic layer over MgSO4
  3. filtrationfiltered
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-aaaa39689fe84263b7a454a741ea3aed
Source dataset
uspto-grants-1998_10
Patent number
US05824690

Reaction notes

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