Sodium Hydroxide → 4-(1-methyl-1H-pyrazol-4-yl)benzoic acid

HRID 2307349Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2307349
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[CH:4]=[N:3]1.[Mn]([O-])(=O)(=O)=[O:15].[K+].[OH-:20].[Na+]>>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([OH:15])=[O:20])=[CH:9][CH:8]=2)[CH:4]=[N:3]1

Komponenten

4

Edukt 3

HCID 14798Sodium HydroxideHCID 516875Potassium PermanganateHCID 43190701-Methyl-4-(4-methylphenyl)-1H-pyrazole

Produkt 1

HCID 226054524-(1-methyl-1H-pyrazol-4-yl)benzoic acid

Versuchsvorschrift

A mixture of 1-methyl-4-(4-methylphenyl)-1H-pyrazole (1.70 g), potassium permanganate (9.70 g), and 1 N sodium hydroxide (100 ml) was refluxed for 18 hours. The suspension was filtered through diatomaceous earth and cooled. The aqueous solution was extracted with dichloromethane which was discarded. The aqueous solution was acidified to pH 5.5. The resultant precipitate was difficult to filter and was thus extracted with dichloromethane. After evaporation of the solvent, the resulting solid was recrystallized from acetone to yield the title compound (0.60 g), m.p. 274-275° C.; MS m/z: 202 (M)+.

Aufarbeitung

  1. temperaturewas refluxed for 18 hours
  2. filtrationThe suspension was filtered through diatomaceous earth
  3. temperaturecooled
  4. extractionThe aqueous solution was extracted with dichloromethane which
  5. filtrationto filter
  6. extractionwas thus extracted with dichloromethane
  7. customAfter evaporation of the solvent
  8. customthe resulting solid was recrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-ff149dcc71294afc9e7b5e6aeafef8ad
Quelldatensatz
uspto-grants-2004_12
Patentnummer
US06831079B1

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