Hydrochloric Acid → (E)-2-(Hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide

HRID 1756742

Reaktionsgleichung

Reaktionsgleichung von HRID 1756742
[NH2:1][OH:2].[CH3:3][NH:4][C:5](=[O:21])[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O.Cl>C1(C)C=CC=CC=1>[CH3:3][NH:4][C:5](=[O:21])/[C:6](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[N:1]/[OH:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 787HydroxylamineHCID 11780091N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide

Produkt 1

HCID 9816878(E)-2-(Hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamideAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Toluene (20 ml) and a 50% aqueous solution (0.71 ml, 12 mmol) of hydroxylamine were added to N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide (2.55 g, 10 mmol). The mixture was heated under reflux for 4 hours (E/Z=40/60). After cooling, conc. hydrochloric acid (3.0 ml, 30 mmol) was added, and the mixture was stirred at room temperature for 24 hours. After completion of the reaction, the resulting crystals were separated by filtration, washed with water and toluene and dried to give (E)-N-methyl-2-(2-phenoxyphenyl)-2-hydroxyiminoacetamide (2.65 g, Yield: 98.0%, E/Z=98/2).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 4 hours (E/Z=40/60)
  3. temperatureAfter cooling
  4. customAfter completion of the reaction
  5. customthe resulting crystals were separated by filtration
  6. washwashed with water and toluene
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3bd77effff06463a86bad3004dca5749
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05442063

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