Potassium Carbonate → Methyl 4-(2-cyclohexyl-1H-imidazol-1-yl)-2-methoxy-5-nitrobenzoate

HRID 576847Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 576847
F[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:15][CH3:16])[CH:3]=1.[CH:17]1([C:23]2[NH:24][CH:25]=[CH:26][N:27]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C(=O)([O-])[O-].[K+].[K+].CN(C)C(=O)C>C(OCC)(=O)C.O>[CH:17]1([C:23]2[N:27]([C:2]3[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:15][CH3:16])[CH:3]=3)[CH:26]=[CH:25][N:24]=2)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

Komponenten

7

Edukt 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 10014029Methyl 4-fluoro-2-methoxy-5-nitrobenzoateHCID 111594052-Cyclohexyl-1H-imidazole

Produkt 1

HCID 59198783Methyl 4-(2-cyclohexyl-1H-imidazol-1-yl)-2-methoxy-5-nitrobenzoateAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of methyl 4-fluoro-2-methoxy-5-nitrobenzoate 8.57 g, 2-cyclohexylimidazole 5.61 g, potassium carbonate 10.34 g and N,N-dimethylacetamide 75 mL was heated at 100° C. for 5 hours in nitrogen atmosphere. The reaction liquid was diluted with ethyl acetate, poured in water and the organic layer was separated. The organic layer was washed with brine, dried over magnesium sulfate and removed of the solvent by distillation to provide 13.52 g of the title compound.

Aufarbeitung

  1. customThe reaction liquid
  2. customthe organic layer was separated
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customremoved of the solvent by distillation

Quellen und Nachweise

ORD-Eintrag
ord-e1ca3158c2374876abbc5704b5169ab8
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040536B2

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