2,4,6-Tribromophenol → HCID 18448747, Verbindung

HRID 1269574

Reaktionsgleichung

Reaktionsgleichung von HRID 1269574
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[C:4]([Br:9])[C:3]=1[OH:10].F[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[Br:8][C:6]1[CH:7]=[C:2]([Br:1])[C:3]([O:10][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[C:4]([Br:9])[CH:5]=1

Komponenten

5

Edukt 3

HCID 14832,4,6-TribromophenolHCID 9590p-FluoronitrobenzeneHCID 10796Cesium carbonate

Produkt 1

HCID 18448747HCID 18448747, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A stirred solution of 2,4,6-tribromophenol (3.8 g), 4-fluoronitrobenzene (1:6 g), cesium carbonate (3.7 g) in dimethylformamide (8 mL) was heated at reflux until the starting materials were consumed. The reaction was cooled to room temperature and concentrated. The residue was dissolved in ethyl acetate and washed with sodium hydroxide (2 N), hydrochloric acid (2 N) and brine. Concentration of the organic phase gave 1,3,5-tribromo-4-(4-nitrophenoxy)benzene in quantitative yield. The crude product was used directly in the next step.

Aufarbeitung

  1. temperatureat reflux until the starting materials
  2. customwere consumed
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with sodium hydroxide (2 N), hydrochloric acid (2 N) and brine

Quellen und Nachweise

ORD-Eintrag
ord-f7d8a15e89044a28844d345b9cd75f4f
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199265B2

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