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Hydrogen Peroxide → 3-(Acetyloxy)-4-isobutoxybenzoic acid

HRID 2249691
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2249691
[C:1]([O:4][C:5]1[CH:10]=[C:9]([CH:11]=[O:12])[CH:8]=[CH:7][C:6]=1[O:13][CH2:14][CH:15]([CH3:17])[CH3:16])(=[O:3])[CH3:2].P([O-])(O)(O)=[O:19].[Na+].OO.Cl([O-])=O.[Na+]>C(#N)C.O.C(Cl)(Cl)Cl>[C:1]([O:4][C:5]1[CH:10]=[C:9]([CH:8]=[CH:7][C:6]=1[O:13][CH2:14][CH:15]([CH3:17])[CH3:16])[C:11]([OH:19])=[O:12])(=[O:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 784Hydrogen PeroxideHCID 178165465-Formyl-2-isobutoxyphenyl acetateHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphate

Produkt 1

HCID 178164733-(Acetyloxy)-4-isobutoxybenzoic acidAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962
Water
Lösungsmittel
3×
HCID 6212ChloroformLösungsmittel
HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In 38 ml of acetonitrile is dissolved 4.1 g of 5-formyl-2-isobutoxyphenyl acetate. To the solution thus obtained, 6.8 g of sodium dihydrogenphosphate dissolved in 20 ml of water and 3.6 ml of 30% aqueous hydrogen peroxide are successively added at ambient temperature, and then 3.6 g of sodium chlorite dissolved in 18 ml of water is dropwise added at 5-10° C. The mixture thus obtained is stirred at ambient temperature for 2 hours. Chloroform and water are added to the reaction mixture, the organic layer is separated, the organic layer thus obtained is washed successively with 5% aqueous solution of sodium thiosulfate and saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. Thus, 4.0 g of 3-(acetyloxy)-4-isobutoxybenzoic acid is obtained as a light yellow solid product.

Aufarbeitung

  1. customTo the solution thus obtained
  2. additionis dropwise added at 5-10° C
  3. customThe mixture thus obtained
  4. customthe organic layer is separated
  5. customthe organic layer thus obtained
  6. washis washed successively with 5% aqueous solution of sodium thiosulfate and saturated aqueous solution of sodium chloride
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent is distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-527ad210ab004080907faea5bfbf508c
Quelldatensatz
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07314888B1

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