Hydrochloric Acid → HCID 68983965, compound

HRID 2249642Notes

Reaction equation

HRID 2249642 reaction equation
[CH2:1]([O:5][C:6]1[CH:32]=[C:31]([O:33][CH2:34][CH:35]([CH3:37])[CH3:36])[CH:30]=[CH:29][C:7]=1[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:24][CH2:25][CH:26]([CH3:28])[CH3:27])=[C:14]([CH2:16][CH:17]([CH3:23])[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:32]=[C:31]([O:33][CH2:34][CH:35]([CH3:37])[CH3:36])[CH:30]=[CH:29][C:7]=1[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:24][CH2:25][CH:26]([CH3:27])[CH3:28])=[C:14]([CH2:16][CH:17]([CH3:23])[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 17816519HCID 17816519, compound

Product 1

HCID 68983965HCID 68983965, compoundYield 86.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In 3 ml of ethanol is dissolved 0.55 g of ethyl 3-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]-2-methylpropanoate, to which is added 1.5 ml of 5 mol/L solution of sodium hydroxide. The mixture thus obtained is stirred at ambient temperature for two hours. 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 thus obtained is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=2:1) to obtain 0.45 g of 3-[5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl]-2-methylpropanoic acid as a white solid product.

Workup

  1. customThe mixture thus obtained
  2. customthe organic layer is separated
  3. customThe organic layer thus obtained
  4. washis washed with water and saturated aqueous solution of sodium chloride successively
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent is distilled off under reduced pressure
  7. customThe residue thus obtained
  8. customis purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-0691d2bfc2b74dc48f11c4b35eabaf2f
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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