Hydrochloric Acid → 2-[5-(4-Isobutoxy-2-isopentyloxybenzoyl)-2-isobutoxyphenyl]acetic acid

HRID 2249627

Reaktionsgleichung

Reaktionsgleichung von HRID 2249627
[CH2:1]([O:5][C:6]1[CH:29]=[CH:28][C:9]([C:10]([C:12]2[CH:13]=[CH:14][C:15]([O:23][CH2:24][CH:25]([CH3:27])[CH3:26])=[C:16]([CH2:18][C:19]([O:21]C)=[O:20])[CH:17]=2)=[O:11])=[C:8]([O:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH:7]=1)[CH:2]([CH3:4])[CH3:3].[OH-].[Na+].C(Cl)(Cl)Cl.Cl>CO.O>[CH2:1]([O:5][C:6]1[CH:29]=[CH:28][C:9]([C:10]([C:12]2[CH:13]=[CH:14][C:15]([O:23][CH2:24][CH:25]([CH3:26])[CH3:27])=[C:16]([CH2:18][C:19]([OH:21])=[O:20])[CH:17]=2)=[O:11])=[C:8]([O:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH:7]=1)[CH:2]([CH3:3])[CH3:4]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 17816460Methyl 2-[5-(4-isobutoxy-2-isopentyloxybenzoyl)-2-isobutoxyphenyl]acetate

Produkt 1

HCID 178165322-[5-(4-Isobutoxy-2-isopentyloxybenzoyl)-2-isobutoxyphenyl]acetic acidAusbeute 55,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

In 2 ml of methanol is dissolved 0.13 g of methyl 2-[5-(4-isobutoxy-2-isopentyloxybenzoyl)-2-isobutoxyphenyl]acetate, to which is added 0.2 ml of 5 mol/L solution of sodium hydroxide. The mixture thus obtained is stirred at ambient temperature for one hour and then at 50-60° C. for one hour. 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 the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography (eluent; hexane:ethyl acetate=2:1) to obtain 0.07 g of 2-[5-(4-isobutoxy-2-isopentyloxybenzoyl)-2-isobutoxyphenyl]acetic acid as a white-colored solid product.

Aufarbeitung

  1. customThe mixture thus obtained
  2. waitat 50-60° C. for one hour
  3. customthe organic layer is separated
  4. washThe organic layer is 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; hexane:ethyl acetate=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-79dcd215ec464b2d928b85f2e81bcbd7
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07314888B1

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