Nitric Acid → N-(2-nitro-4-phenoxy-phenyl)acetamide

HRID 1466470Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1466470
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:17])[CH3:16])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:18]([O-])([OH:20])=[O:19]>>[N+:18]([C:10]1[CH:9]=[C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:13]=[CH:12][C:11]=1[NH:14][C:15](=[O:17])[CH3:16])([O-:20])=[O:19]

Komponenten

3

Reaktionsbedingungen

Temperatur
-15 °C

Versuchsvorschrift

N-(4-phenoxy-phenyl)-acetamide (1.00 g, 4.03 mmol) prepared in Step A was dissolved in fuming nitric acid (2 mL), and the mixture was stirred for 2 h at −15° C. After completion of the reaction, the reaction mixture was poured into 100 mL of ice water, which was then extracted with ethyl acetate. The extracted organic solution was dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (0.67 g, 2.33 mmol).

Aufarbeitung

  1. customAfter completion of the reaction
  2. extractionwas then extracted with ethyl acetate
  3. dry with materialThe extracted organic solution was dried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4e2860ca5f2b45109f1b46d7973998c3
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09000028B2

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