Hydrochloric Acid → 3-[5-(3,5-Diisobutoxybenzoyl)-2-isobutoxyphenyl]propanoic acid

HRID 2249630Notes

Reaction equation

HRID 2249630 reaction equation
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:29]=[C:30]([O:32][CH2:33][CH:34]([CH3:36])[CH3:35])[CH:31]=1)[C:9]([C:11]1[CH:12]=[CH:13][C:14]([O:24][CH2:25][CH:26]([CH3:28])[CH3:27])=[C:15]([CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])[CH:16]=1)=[O:10])[CH:2]([CH3:4])[CH3:3].[OH-].[Na+].C(Cl)(Cl)Cl.Cl>C(O)C.O>[CH2:33]([O:32][C:30]1[CH:29]=[C:8]([CH:7]=[C:6]([O:5][CH2:1][CH:2]([CH3:4])[CH3:3])[CH:31]=1)[C:9]([C:11]1[CH:12]=[CH:13][C:14]([O:24][CH2:25][CH:26]([CH3:27])[CH3:28])=[C:15]([CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH:16]=1)=[O:10])[CH:34]([CH3:36])[CH3:35]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 17816456Ethyl 3-[5-(3,5-diisobutoxybenzoyl)-2-isobutoxyphenyl]propanoate

Product 1

HCID 576844023-[5-(3,5-Diisobutoxybenzoyl)-2-isobutoxyphenyl]propanoic acidYield 93.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In 9 ml of ethanol is dissolved 1.74 g of ethyl 3-[5-(3,5-diisobutoxybenzoyl)-2-isobutoxyphenyl]-propanoate. After adding 2 ml of 5 mol/L solution of sodium hydroxide, the mixture thus obtained is stirred at ambient temperature for one hour. Chloroform and water are added to the reaction mixture, pH is adjusted to 2 with 6 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, 1.53 g of 3-[5-(3,5-diisobutoxybenzoyl)-2-isobutoxyphenyl]propanoic acid is obtained as a white solid product.

Workup

  1. customthe mixture thus obtained
  2. customthe organic layer is separated
  3. washThe organic layer is successively washed with water and saturated aqueous solution of sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-37b51e593b7c4ddd8bae7b2d0bf1b3fd
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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