Hydrochloric Acid → HCID 17816448, compound

HRID 2249688Notes

Reaction equation

HRID 2249688 reaction equation
[CH2:1]([O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[O:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[CH:10]=[O:11])[CH2:2][CH:3]([CH3:5])[CH3:4].P([O-])(O)(O)=[O:22].[Na+].Cl([O-])=O.[Na+].Cl>C(#N)C.O.OO.C(Cl)(Cl)Cl>[CH2:1]([O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[O:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[C:10]([OH:22])=[O:11])[CH2:2][CH:3]([CH3:5])[CH3:4]

Participants

9

Reactant 4

HCID 313Hydrochloric AcidHCID 17816516HCID 17816516, compoundHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphate

Product 1

HCID 17816448HCID 17816448, compoundYield 94.6%

Reagents, catalysts & solvents 4

HCID 784Hydrogen PeroxideSolventHCID 962WaterSolvent3×HCID 6212ChloroformSolventHCID 6342AcetonitrileSolvent

Procedure

In 30 ml of acetonitrile is dissolved 3.0 g of 3,4-diisopentyloxybenzaldehyde, to which are successively added at ambient temperature a solution of 4.5 g of sodium dihydrogenphosphate in 15 ml of water and 1.8 ml of 30% aqueous hydrogen peroxide. Then, a solution of 2.0 g of sodium chlorite in 30 ml of water is dropwise added thereto at 5-10° C., and the mixture thus obtained is stirred at ambient temperature for 3.5 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 then the solvent is distilled off under reduced pressure. Thus, 3.0 g of 3,4-diisopentyloxybenzoic acid is obtained as a white solid product.

Workup

  1. customat 5-10° C., and the 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

Sources & evidence

ORD record
ord-114473b6126648bd8b7830208eda3f1e
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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