Hydrochloric Acid → HCID 136388365, Verbindung

HRID 432050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 432050
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[C:9]([O:11][CH3:12])=[O:10].Cl.[NH2:15][OH:16].O.Cl>CO>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:15][OH:16])[C:9]([O:11][CH3:12])=[O:10]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 182159Benzeneacetic acid, 2-hydroxy-alpha-oxo-, methyl esterHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 136388365HCID 136388365, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3.3 g (0.016 mol) of methyl 2-hydroxyphenylglyoxylate (HPLC: 88%, log p=1.87) (Example VI-1a) and 1.3 g (0.019 mol) of hydroxylamine hydrochloride in 50 ml of methanol are heated under reflux for one hour. The reaction mixture is poured into water, acidified with 2N hydrochloric acid and extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 2.4 g of crude product which, according to HPLC, contains 17.1% of methyl E-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=0.95 and 68.9% of methyl Z-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=1.68.

Aufarbeitung

  1. temperatureunder reflux for one hour
  2. extractionextracted with diethyl ether
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. distillationthe solvent is distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7d7c40f548264478a0bd61370a77c91c
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06660872B1

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