Water → HCID 136127060, Verbindung

HRID 432055Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 432055
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:13][OH:14])[C:9]([O:11][CH3:12])=[O:10].[C:15](=O)(O)[O-].[K+].S(OC)(OC)(=O)=O.O>C(#N)C>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:13][O:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 516893Potassium BicarbonateHCID 136388365HCID 136388365, Verbindung

Produkt 1

HCID 136127060HCID 136127060, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1.7 g (0.0075 mol) of methyl 2-(2-hydroxyphenyl)-2-hydroxyimino-acetate (HPLC: 86.4% Z, log p=1.70) (Example VII-1d from process step 7) in 40 ml of acetonitrile are heated under reflux with 0.77 g (0.0076 mmol) of potassium bicarbonate and 1.1 g (0.0087 mol) of dimethyl sulphate for 10 hours. The reaction mixture is poured into water, the product is extracted with diethyl ether and the solvent is distilled off under reduced pressure. This gives 1.2 g of crude product which, according to HPLC, contains 46% of methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.38. This crude product is chromatographed over silica gel using a mixture of 7 parts of n-hexane and 3 parts of acetone. This gives 0.8 g of a product which, according to HPLC, contains 54.4% methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.39.

Aufarbeitung

  1. extractionthe product is extracted with diethyl ether
  2. distillationthe solvent is distilled off under reduced pressure
  3. customThis crude product is chromatographed over silica gel using
  4. additiona mixture of 7 parts of n-hexane and 3 parts of acetone

Quellen und Nachweise

ORD-Eintrag
ord-df3a4f1ecfb94526a1c80bedf907d007
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06660872B1

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