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

HRID 2249632Notes

Reaction equation

HRID 2249632 reaction equation
[CH2:1]([O:5][C:6]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH:34]([CH3:36])[CH3:35])=[CH:28][C:7]=1[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:23][CH2:24][CH:25]([CH3:27])[CH3:26])=[C:14]([CH2:16][CH2:17][C:18]([O:20]CC)=[O:19])[CH:15]=1)=[O:9])[CH:2]([CH3:4])[CH3:3].[OH-].[Na+].C(Cl)(Cl)Cl.Cl>C(O)C.O>[CH2:1]([O:5][C:6]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH:34]([CH3:36])[CH3:35])=[CH:28][C:7]=1[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:23][CH2:24][CH:25]([CH3:27])[CH3:26])=[C:14]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:15]=1)=[O:9])[CH:2]([CH3:4])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 17816548Ethyl 3-[5-(2,5-diisobutoxybenzoyl)-2-isobutoxyphenyl]propanoate

Product 1

HCID 576844073-[5-(2,5-Diisobutoxybenzoyl)-2-isobutoxyphenyl]-propanoic acidYield 99.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In 26 ml of ethanol is dissolved 5.2 g of ethyl 3-[5-(2,5-diisobutoxybenzoyl)-2-isobutoxyphenyl]-propanoate. After adding 6 ml of 5 mol/L aqueous solution of sodium hydroxide, the mixture is stirred at ambient temperature for 30 minutes. 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 washed with water and saturated aqueous solution of sodium chloride successively, and the solvent is distilled off from the reaction mixture under reduced pressure. Thus, 4.9 g of 3-[5-(2,5-diisobutoxybenzoyl)-2-isobutoxyphenyl]-propanoic acid is obtained as a yellow solid product.

Workup

  1. customthe organic layer is separated
  2. washThe organic layer is washed with water and saturated aqueous solution of sodium chloride successively
  3. distillationthe solvent is distilled off from the reaction mixture under reduced pressure

Sources & evidence

ORD record
ord-fddd18a4f2544f46a1b8c758755fecb4
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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