Sodium Hydroxide → HCID 178424014, Verbindung

HRID 1595316Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1595316
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]([C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[CH:16]=[CH:15][CH:14]=3)=[N:10][C:9]=2[C:23]([O:25]CC)=[O:24])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]([C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[CH:16]=[CH:15][CH:14]=3)=[N:10][C:9]=2[C:23]([OH:25])=[O:24])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 178470174HCID 178470174, Verbindung

Produkt 1

HCID 178424014HCID 178424014, VerbindungAusbeute 79,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 5-(4-methylphenyl)-2-(1-naphthyl)imidazole-4-carboxylate (4.5 g) was dissolved in ethyl alcohol (90 ml) and 1 M sodium hydroxide solution (38 ml) was added. The reaction mixture was refluxed under heating for 12 hr, and the mixture was concentrated under reduced pressure. To the obtained residue were added water and ethyl acetate, and the mixture was partitioned. The aqueous layer was filtered, and aqueous citric acid was added to the filtrate. The precipitated crystals were collected by filtration to give 5-(4-methylphenyl)-2-(1-naphthyl)imidazole-4-carboxylic acid (3.3 g), melting point 165° C. (decomposition).

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed
  2. temperatureunder heating for 12 hr
  3. concentrationthe mixture was concentrated under reduced pressure
  4. additionTo the obtained residue were added water and ethyl acetate
  5. customthe mixture was partitioned
  6. filtrationThe aqueous layer was filtered
  7. additionaqueous citric acid was added to the filtrate
  8. filtrationThe precipitated crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-f8cccabd87e54d03bad9e1ffaafe4b16
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06288061B1

Notizen zur Reaktion

Wird geladen…