Hydrochloric Acid → 2-[5-(2,4-Diisobutoxybenzoyl)-2-isobutoxyphenyl]acetic acid

HRID 2249615Notes

Reaction equation

HRID 2249615 reaction equation
[CH2:1]([O:5][C:6]1[CH:29]=[C:28]([O:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH:27]=[CH:26][C:7]=1[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[C:14]([CH2:16][C:17]([O:19]C)=[O:18])[CH:15]=1)=[O:9])[CH:2]([CH3:4])[CH3:3].[OH-].[Na+].C(Cl)(Cl)Cl.Cl>CO.O>[CH2:1]([O:5][C:6]1[CH:29]=[C:28]([O:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH:27]=[CH:26][C:7]=1[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[C:14]([CH2:16][C:17]([OH:19])=[O:18])[CH:15]=1)=[O:9])[CH:2]([CH3:4])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 17816545Methyl 2-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]acetate

Product 1

HCID 178165642-[5-(2,4-Diisobutoxybenzoyl)-2-isobutoxyphenyl]acetic acidYield 81.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In 6 ml of methanol is dissolved 0.57 g of methyl 2-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]acetate. After adding 0.72 ml of 5 mol/L solution of sodium hydroxide, the mixture thus obtained is stirred at ambient temperature for one hour and thereafter at 50-60° C. for one hour. Chloroform and water are added to the reaction mixture, pH is adjusted to 2.0 with 2 mol/L hydrochloric acid, and the organic layer is separated. The organic layer is successively washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. Thus, 0.45 g of 2-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]acetic acid is obtained as a colorless crystalline product.

Workup

  1. customthe mixture thus obtained
  2. waitat 50-60° C. for one hour
  3. customthe organic layer is separated
  4. washThe organic layer is successively washed with water and saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-cc0c171abf6c43d98c9b623fd361b8b3
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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