4'-Methoxyacetophenone → (E)-1-(4-methoxyphenyl)-N-[(4-nitrophenyl)methoxy]ethanimine

HRID 41928

Reaktionsgleichung

Reaktionsgleichung von HRID 41928
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH3:10])=[CH:5][CH:4]=1.Cl.[N+:13]([C:16]1[CH:24]=[CH:23][C:19]([CH2:20][O:21][NH2:22])=[CH:18][CH:17]=1)([O-:15])=[O:14]>>[N+:13]([C:16]1[CH:17]=[CH:18][C:19]([CH2:20][O:21]/[N:22]=[C:9](/[C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)\[CH3:10])=[CH:23][CH:24]=1)([O-:15])=[O:14]

Komponenten

3

Edukt 2

HCID 74764'-MethoxyacetophenoneHCID 74967Hydroxylamine, O-((4-nitrophenyl)methyl)-, hydrochloride (1:1)

Produkt 1

HCID 25100093(E)-1-(4-methoxyphenyl)-N-[(4-nitrophenyl)methoxy]ethanimineAusbeute 68 %

Versuchsvorschrift

4′-Methoxyacetophenone (21) (150 mg, 1.00 mmol) was condensed with compound 19 (225 mg, 1.10 mmol) according to the general procedure II-A defined above. After heating the reaction mixture for 2 h it was cooled and the resulting solid filtered off and washed with cold isopropanol (3.0 mL) to afford the title compound CP30253 (204 mg, 68%) as a pale-yellow solid, m.p. 88.2-89.5° C.

Aufarbeitung

  1. temperatureAfter heating the reaction mixture for 2 h it
  2. temperaturewas cooled
  3. filtrationthe resulting solid filtered off
  4. washwashed with cold isopropanol (3.0 mL)

Quellen und Nachweise

ORD-Eintrag
ord-4b207b98aed64036ba86b4d7c46916a6
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536157B2

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