3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid ethyl ester → 3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid

HRID 433038Notes

Reaction equation

HRID 433038 reaction equation
C([O:3][C:4](=[O:24])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[Cl:23])[CH:6]=1)C>C(O)C.[OH-].[Na+]>[Cl:23][C:17]1[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:16]=1[CH2:15][CH2:14][O:13][C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][C:8]=1[O:11][CH3:12])[C:4]([OH:24])=[O:3]

Participants

4

Reactant 1

HCID 154803313-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid ethyl ester

Product 1

HCID 154803323-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acidYield 73%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 3.6 g (9.8 mmol) of 3-[2-(2,4-dichlorophenyl)ethoxy]4-methoxybenzoic acid ethyl ester in 30 ml of ethanol and 5.4 ml of 2N sodium hydroxide solution was stirred at room temperature for 12 h. The precipitate was filtered off. The resulting solid was stirred with 5 ml of 2N HCl and filtered to give 2.44 g (73%) of the title compound.

Workup

  1. filtrationThe precipitate was filtered off
  2. filtrationfiltered

Sources & evidence

ORD record
ord-34e3e639d5814b65982c9730a9c1df44
Source dataset
uspto-grants-2003_12
Patent number
US06664393B2

Reaction notes

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