Methanol → (4-Methoxyphenyl)glyoxylic acid

HRID 1859306Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1859306
C([O:3][C:4](=[O:15])[C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=[O:6])C.CO>[OH-].[Na+]>[CH3:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([C:5](=[O:6])[C:4]([OH:15])=[O:3])=[CH:12][CH:11]=1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 2758864Ethyl 2-(4-methoxyphenyl)-2-oxoacetate

Produkt 1

HCID 584714(4-Methoxyphenyl)glyoxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

4-Methoxyphenylglyoxylic ethyl ester obtained in Example 20 was dissolved in 20% sodium hydroxide (60 mg) and methanol (600 ml) and then stirred for 3 hours with heating at 80° C. When the reaction is completed, the reaction solution was extracted with diethyl ether (200 mg) and the obtained aqueous solution was acidified (pH 1-2) with hydrochloric acid. The resulting aqueous acidic solution was extracted with dichloromethane, and the extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to remove the organic solvent to obtain 34.63 g (yield in two reaction steps: 43%) of the title compound as a pale violet solid.

Aufarbeitung

  1. extractionthe reaction solution was extracted with diethyl ether (200 mg)
  2. extractionThe resulting aqueous acidic solution was extracted with dichloromethane
  3. dry with materialthe extract was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto remove the organic solvent
  6. customto obtain

Quellen und Nachweise

ORD-Eintrag
ord-1ed1c0550bdc4d9db12c472062f711f3
Quelldatensatz
uspto-grants-2000_11
Patentnummer
US06153768

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