Water → 4-(6-Nitroindol-1-yl)benzoic acid ethyl ester

HRID 73333

Reaktionsgleichung

Reaktionsgleichung von HRID 73333
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[CH:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:19]([O:21][C:22](=[O:30])[C:23]1[CH:28]=[CH:27][C:26](F)=[CH:25][CH:24]=1)[CH3:20].O>CN(C)C=O>[CH2:19]([O:21][C:22](=[O:30])[C:23]1[CH:28]=[CH:27][C:26]([N:10]2[C:11]3[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=3)[CH:8]=[CH:9]2)=[CH:25][CH:24]=1)[CH3:20]

Komponenten

6

Edukt 4

HCID 962WaterHCID 10796Cesium carbonateHCID 67976Benzoic acid, 4-fluoro-, ethyl esterHCID 785026-Nitro-1H-indole

Produkt 1

HCID 584372194-(6-Nitroindol-1-yl)benzoic acid ethyl esterAusbeute 66,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a solution of 6-nitro-1H-indole (0.5 g) in N,N-dimethylformamide (10 mL) were added cesium carbonate (1.2 g) and 4-fluoro benzoic acid ethyl ester (0.62 g), and this mixture was stirred at 75° C. overnight. This reaction mixture was poured into water and the precipitated solid was collected by filtration, and washed with water and n-hexane, dried under reduced pressure to give the title compound (0.64 g).

Aufarbeitung

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with water and n-hexane
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-69ba6b56a72b4875bded66dda5205304
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829040B2

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