Glyoxylic Acid → (+-)-4-Hydroxymandelic acid

HRID 278530

Reaktionsgleichung

Reaktionsgleichung von HRID 278530
[C:1]([OH:5])(=[O:4])[CH:2]=[O:3].[C:6]1([OH:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O>[OH:12][C:6]1[CH:11]=[CH:10][C:9]([CH:2]([OH:3])[C:1]([OH:5])=[O:4])=[CH:8][CH:7]=1

Komponenten

4

Edukt 2

HCID 760Glyoxylic AcidHCID 996Phenol

Produkt 1

HCID 328(+-)-4-Hydroxymandelic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The European patent specification EP-0,368,696 describes the condensation of a glyoxylic acid with phenol in the presence of a water-insoluble amine, to form a 12:84 mixture of 2- and 4-hydroxymandelic acid respectively. Then the excess of phenol is extracted with 1,1-dimethyl-1-methoxypropane. Only 70-74% of the paraisomer, 4-hydroxymandelic acid, is isolated leaving a non-separable mixture of approximately 1:1 2- and 4-hydroxymandelic acid.

Aufarbeitung

  1. customto form
  2. extractionThen the excess of phenol is extracted with 1,1-dimethyl-1-methoxypropane

Quellen und Nachweise

ORD-Eintrag
ord-89b113ed39194d25bd2436f24bca2c8a
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06359172B1

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