Water → 2-(3,5-Dichlorophenyl)-2-methylpropanoic acid

HRID 1951659Notes

Reaction equation

HRID 1951659 reaction equation
C[O:2][C:3](=[O:15])[C:4]([C:7]1[CH:12]=[C:11]([Cl:13])[CH:10]=[C:9]([Cl:14])[CH:8]=1)([CH3:6])[CH3:5].O>C(O)C>[Cl:13][C:11]1[CH:12]=[C:7]([C:4]([CH3:6])([CH3:5])[C:3]([OH:15])=[O:2])[CH:8]=[C:9]([Cl:14])[CH:10]=1

Participants

4

Reactant 2

HCID 962WaterHCID 671939532-(3,5-Dichloro-phenyl)-2-methyl-propionic acid methyl ester

Product 1

HCID 589907192-(3,5-Dichlorophenyl)-2-methylpropanoic acidYield 98.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 9.0 g (36 mmol) 2-(3,5-dichloro-phenyl)-2-methyl-propionic acid methyl ester in 40 ml ethanol 40 ml 2 N sodium hydroxide solution was added. After stirring for 4 hrs at RT 150 ml water was added and the solution washed twice with 200 ml Et2O. The aqueous phase was acidified with 25% hydrochloric acid solution and three times extracted with 150 ml CH2Cl2. The combined organic layers were dried (Na2SO4), filtered and evaporated to yield 8.3 g (97%) 2-(3,5-dichloro-phenyl)-2-methyl-propionic acid as a off-white solid.

Workup

  1. additionwas added
  2. washthe solution washed twice with 200 ml Et2O
  3. extractionextracted with 150 ml CH2Cl2
  4. dry with materialThe combined organic layers were dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-bd9bac48fd9d4d7fb7fc4edb8498b5b6
Source dataset
uspto-grants-2013_03
Patent number
US08404708B2

Reaction notes

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