Water → 2-Methoxyethyl alpha-(hydroxyimino)-2-phenylacetate

HRID 393135Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 393135
[C:1]1([C:7](=O)[C:8]([O:10][CH2:11][CH2:12][O:13][CH3:14])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[OH:17][NH3+:18].C(OCC)(=O)C.O>N1C=CC=CC=1>[OH:17][N:18]=[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:8]([O:10][CH2:11][CH2:12][O:13][CH3:14])=[O:9]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 134616742-Methoxyethyl 2-oxo-2-phenylacetateHCID 22029257Hydroxyammonium hydrochloride

Produkt 1

HCID 739911462-Methoxyethyl alpha-(hydroxyimino)-2-phenylacetateAusbeute 102,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

61.7 g (0.296 mol) of 2-methoxyethyl phenylglyoxalate are dissolved in 360 ml pyridine. 22.7 g (0.0.326 mol) of hydroxylammonium hydrochloride are added in portions to this solution. When the addition is complete, the reaction mixture is stirred at room temperature for 2 hours. After addition of ethyl acetate and water, the organic layer is separated, washed with diluted HCl and water and dried over magnesium sulfate. Evaporation of the solvent gives 68 g (100%) of crude 2-methoxyethyl α-(hydroxyimino)-2-phenylacetate as a slightly brownish liquid. This compound is used without further purification in the next step.

Aufarbeitung

  1. additionWhen the addition
  2. customthe organic layer is separated
  3. washwashed with diluted HCl and water
  4. dry with materialdried over magnesium sulfate
  5. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-153d0b723769488b82a655356e886643
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06806024B1

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