Hydrochloric Acid → 4-Isopropoxy-2-methoxybenzoic acid

HRID 2293539Notes

Reaction equation

HRID 2293539 reaction equation
[CH:1]([O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11]C)=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1)([CH3:3])[CH3:2].[OH-].[Na+].Cl>O1CCCC1>[CH:1]([O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([OH:11])=[O:10])=[C:7]([O:15][CH3:16])[CH:6]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21477058Methyl 4-isopropoxy-2-methoxybenzoate

Product 1

HCID 64834044-Isopropoxy-2-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 3.20 g portion of methyl 4-isopropoxy-2-methoxybenzoate was dissolved in 20 ml of tetrahydrofuran, and 30 ml of 2N sodium hydroxide aqueous solution was added, followed by 2 hours of heating under reflux. After completion of the reaction, the reaction solution was poured into 1N hydrochloric acid aqueous solution, extracted with chloroform and dried over anhydrous sodium sulfate. Then, the solvent was evaporated under a reduced pressure to give 2.60 g of 4-isopropoxy-2-methoxybenzoic acid.

Workup

  1. temperatureof heating
  2. temperatureunder reflux
  3. customAfter completion of the reaction
  4. extractionextracted with chloroform
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThen, the solvent was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-b31b29138cde45479edaaf25a3e157e7
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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