Hydrochloric Acid → (2,4-Diisobutoxyphenyl)(3-hydroxy-4-isobutoxyphenyl)methanone

HRID 2249636Notes

Reaction equation

HRID 2249636 reaction equation
C([O:4][C:5]1[CH:10]=[C:9]([C:11](=[O:28])[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH:20]([CH3:22])[CH3:21])=[CH:14][C:13]=2[O:23][CH2:24][CH:25]([CH3:27])[CH3:26])[CH:8]=[CH:7][C:6]=1[O:29][CH2:30][CH:31]([CH3:33])[CH3:32])(=O)C.[OH-].[Na+].O.Cl>C(O)C.C(Cl)(Cl)Cl>[CH2:24]([O:23][C:13]1[CH:14]=[C:15]([O:18][CH2:19][CH:20]([CH3:22])[CH3:21])[CH:16]=[CH:17][C:12]=1[C:11]([C:9]1[CH:8]=[CH:7][C:6]([O:29][CH2:30][CH:31]([CH3:33])[CH3:32])=[C:5]([OH:4])[CH:10]=1)=[O:28])[CH:25]([CH3:27])[CH3:26]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 178164575-(2,4-Diisobutoxybenzoyl)-2-isobutoxyphenyl acetate

Product 1

HCID 17816454(2,4-Diisobutoxyphenyl)(3-hydroxy-4-isobutoxyphenyl)methanoneYield 91.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6212ChloroformSolvent

Procedure

In 10 ml of ethanol is dissolved 0.48 g of 5-(2,4-diisobutoxybenzoyl)-2-isobutoxyphenyl acetate, to which is added 3.2 ml of 1 mol/L solution of sodium hydroxide. The mixture thus obtained is stirred at ambient temperature for one hour. Water and chloroform 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 dried on anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. Thus, 0.40 g of (2,4-diisobutoxyphenyl)(3-hydroxy-4-isobutoxyphenyl)methanone is obtained as a light yellow solid product.

Workup

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

Sources & evidence

ORD record
ord-e8168b79f6564e9fa2b70a1b0657c971
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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