Dibenzofuran → 2-Bromodibenzofuran

HRID 1669918

Reaktionsgleichung

Reaktionsgleichung von HRID 1669918
[Br:1]Br.[CH:3]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.O>C(O)(=O)C>[Br:1][C:4]1[CH:5]=[CH:6][C:7]2[O:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[C:11]=2[CH:3]=1

Komponenten

5

Edukt 3

HCID 568DibenzofuranHCID 962WaterHCID 24408Bromine

Produkt 1

HCID 68562-BromodibenzofuranAusbeute 13 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Bromine (23.8 g, 0.156 mol) in acetic acid (5 g) is added at 50° C. to a solution of dibenzofuran (25 g, 0.149 mol) in acetic acid (230 g). The mixture is then stirred at 50° C. for 4 hours. The reaction mixture is cooled to room temperature and poured into H2O. The orange solid is washed with Na2S2O3 aq. and H2O. The crude product is then purified by recrystallization from toluene/CH2Cl2, wherein the pure product is obtained as a white solid (13% yield).

Aufarbeitung

  1. temperatureThe reaction mixture is cooled to room temperature
  2. washThe orange solid is washed with Na2S2O3 aq. and H2O
  3. customThe crude product is then purified by recrystallization from toluene/CH2Cl2, wherein the pure product

Quellen und Nachweise

ORD-Eintrag
ord-261dee3d83cf4f0a86d5560a33189962
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989644B2

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