Reaktion #478796

ord-d7c8b716636841a7987aa628054d3ab8

Reaktionsgleichung

c1c[nH]cn1
imidazole
COC(=O)c1ccc(F)cc1
methyl 4-fluorobenzoate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
COC(=O)c1ccc(-n2ccnc2)cc1
1-(4′-methoxycarbonylphenyl)imidazole
Ausbeute 59.0%

Edukte

—
ice water
c1c[nH]cn1
imidazole
COC(=O)c1ccc(F)cc1
methyl 4-fluorobenzoate
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagenzien

Keine

Lösungsmittel

CS(C)=O
DMSO

Reaktionsbedingungen

Temperatur
120°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling to room temperature
  2. 2
    FiltrationPrecipitated product is filtered off
  3. 3
    Waschenwashed with water

Vorschrift

A mixture of imidazole (132 g, 1.9 mol), methyl 4-fluorobenzoate (170 ml, 1.3 mol) and potassium carbonate (357 g, 2.6 mol) in DMSO (200 ml) is stirred at 120° C. for 3 h. After cooling to room temperature, the mixture is added to ice-water. Precipitated product is filtered off and washed with water. Yield: 59%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08384068B2uspto-grants-2013_02