Hydrochloric Acid → 2,5-Diisobutoxybenzoic acid

HRID 2249686Notes

Reaction equation

HRID 2249686 reaction equation
[CH2:1]([O:5][C:6]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[CH:15][C:7]=1[C:8]([O:10]CC(C)C)=[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:18]=[CH:17][C:16]([O:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[CH:15][C:7]=1[C:8]([OH:10])=[O:9])[CH:2]([CH3:4])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 17816554Isobutyl 2,5-diisobutoxybenzoate

Product 1

HCID 178164772,5-Diisobutoxybenzoic acidYield 84.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In 88 ml of ethanol is dissolved 17.48 g of isobutyl 2,5-diisobutoxybenzoate. After adding 33 ml of 5 mol/L sodium hydroxide solution, 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 dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. Thus, 12.16 g of 2,5-diisobutoxybenzoic acid is obtained as a white 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. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-fa2ce9f3618e419c9e9ef71983260cd7
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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