Hydrochloric Acid → 5-chloro-2,4-dimethoxybenzoic acid

HRID 2293536Notes

Reaction equation

HRID 2293536 reaction equation
[Cl:1][C:2]1[C:3]([O:14][CH3:15])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+].Cl>O1CCCC1>[Cl:1][C:2]1[C:3]([O:14][CH3:15])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21477059Methyl 5-chloro-2,4-dimethoxybenzoate

Product 1

HCID 3143495-chloro-2,4-dimethoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 0.56 g portion of methyl 5-chloro-2,4-dimethoxybenzoate was dissolved in 5 ml of tetrahydrofuran, and 10 ml of 2N sodium hydroxide aqueous solution was added, followed by 4 hours of heating under reflux. After completion of the reaction, the reaction solution was poured into 1N hydrochloric acid aqueous solution, and the thus precipitated product of interest was collected by filtration, washed with water and then dried under a reduced pressure to give 0.45 g of 5-chloro-2,4-dimethoxybenzoic acid.

Workup

  1. temperatureof heating
  2. temperatureunder reflux
  3. customAfter completion of the reaction
  4. filtrationthe thus precipitated product of interest was collected by filtration
  5. washwashed with water
  6. customdried under a reduced pressure

Sources & evidence

ORD record
ord-1f8eb1f0aa9048d99d24cf0f395a30f9
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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