Hydrochloric Acid → 3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid

HRID 967439Notes

Reaction equation

HRID 967439 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])[CH:5]=1.O.O.[OH-].[Li+].Cl>CO>[Cl:22][C:16]1[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=1[CH2:14][CH2:13][O:12][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[O:10][CH3:11])[C:3]([OH:23])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 693063413-[2-(2,4-Dichlorophenyl)-ethoxy]-4-methoxy-benzoic Acid Methyl Ester

Product 1

HCID 154803323-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

17 g of 3-[2-(2,4-Dichlorophenyl)-ethoxy]-4-methoxy-benzoic acid methyl ester were dissolved in 200 ml of MeOH:water/3:1. 4.1 g of lithium hydroxide monohydrate was added to the solution, and the reaction was stirred at RT for 16 h then at 90° C. for 2 h. The solution was cooled to RT, then acidified with half-concentrated hydrochloric acid. The solvents were removed under reduced pressure and the residue was washed twice with warm water to remove salts. The so obtained acid was used for the subsequent reaction without further purification.

Workup

  1. waitat 90° C. for 2 h
  2. temperatureThe solution was cooled to RT
  3. customThe solvents were removed under reduced pressure
  4. washthe residue was washed twice with warm water
  5. customto remove salts
  6. customThe so obtained acid
  7. customwas used for the subsequent reaction without further purification

Sources & evidence

ORD record
ord-755221a5458c45dcbd99fd8fc2cb0b04
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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