Nitric Acid → 2-Hydroxy-5-methoxy-3-nitrobenzaldehyde

HRID 1181421

Reaktionsgleichung

Reaktionsgleichung von HRID 1181421
[CH3:1][O:2][C:3]1[CH:10]=[C:7]([CH:8]=[O:9])[C:6]([OH:11])=[CH:5][CH:4]=1.[N+:12]([O-])([OH:14])=[O:13]>C(O)(=O)C>[OH:11][C:6]1[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][C:3]([O:2][CH3:1])=[CH:10][C:7]=1[CH:8]=[O:9]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 956952-Hydroxy-5-methoxybenzaldehyde

Produkt 1

HCID 5222182-Hydroxy-5-methoxy-3-nitrobenzaldehydeAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a solution of 5-methoxysalicylaldehyde (22.52 g; 148 mmol) in acetic acid (120 ml) was added dropwise over 1 hour a mixture of fuming nitric acid (7.1 ml) in acetic acid (25 ml). After complete addition the mixture was stirred at room temperature for 5 hours. The precipitate was removed by filtration, washed with ethanol and dried to give the title compound (20.3 g, 69%) as a bright yellow solid.

Aufarbeitung

  1. additionAfter complete addition the mixture
  2. customThe precipitate was removed by filtration
  3. washwashed with ethanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-69fec011ec534f2db039805e3dcc0f21
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07285563B2

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