3,4-Dimethoxy-2-nitrobenzaldehyde → 3,4-dimethoxy-2-nitrobenzoic acid

HRID 1577339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1577339
[Mn]([O-])(=O)(=O)=[O:2].[K+].[CH3:7][O:8][C:9]1[C:10]([N+:19]([O-:21])=[O:20])=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[CH:12]=[O:13]>O.CC(C)=O>[CH3:7][O:8][C:9]1[C:10]([N+:19]([O-:21])=[O:20])=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:12]([OH:2])=[O:13]

Komponenten

5

Edukt 2

HCID 1524373,4-Dimethoxy-2-nitrobenzaldehydeHCID 516875Potassium Permanganate

Produkt 1

HCID 12522693,4-dimethoxy-2-nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 823 g. potassium permanganate in about 8.5 liters of H2O was gradually added to a refluxing solution of 3,4-dimethoxy-2-nitrobenzaldehyde (550 g., 2.60 moles) in 5.6 liters of acetone. The reaction mixture was refluxed for four more hours, then filtered through diatomaceous earth while hot and the filter cake washed with hot water. The acetone was removed in vacuo and a small amount of unreacted solid was filtered off. The aqueous solution was acidified with 2 N hydrochloric acid (1.8 liters) to yield 505 g. (85% ) of the essentially pure title compound. Recrystallization from water afforded colorless crystals, M.P. 200°-202° C.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for four more hours
  2. filtrationfiltered through diatomaceous earth while hot and the filter cake
  3. washwashed with hot water
  4. customThe acetone was removed in vacuo
  5. filtrationa small amount of unreacted solid was filtered off
  6. customto yield 505 g

Quellen und Nachweise

ORD-Eintrag
ord-85e2a74132a3449985c5f45d75a2b947
Quelldatensatz
uspto-grants-1981_09
Patentnummer
US04287341

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