Bromine → HCID 15718183, Verbindung

HRID 982361Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 982361
[C:1]([C:4]1[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6][CH:5]=1)(=[O:3])[CH3:2].[BrH:13].C(O)(=O)C.BrBr>C(O)(=O)C>[Br:13][CH2:2][C:1]([C:4]1[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6][CH:5]=1)=[O:3]

Komponenten

5

Edukt 3

HCID 24408BromineHCID 157181821-{Imidazo[1,2-a]pyridin-3-yl}ethan-1-oneHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Produkt 1

HCID 15718183HCID 15718183, VerbindungAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

22.1 g of 3-acetylimidazo[1,2-a]pyridine was dissolved in 220 ml of acetic acid. 35.1 ml of a 30% hydrogen bromide/acetic acid solution was added dropwise to the solution at 0° C. Then 28.6 g of bromine was added dropwise thereto at 40° C. The mixture was stirred at 40° C. for 2 h and crystals thus formed were filtered. The crystals were dissolved in 100 ml of water. The solution was made alkaline with an excess of an aqueous sodium hydrogencarbonate solution and then extracted with ethyl acetate. The organic layer was concentrated and the obtained brown solid was purified according to silica gel column chromatography (eluted with ethyl acetate) to obtain 13.5 g (yield: 40%) of 3-bromoacetylimidazo[1,2-a]pyridine (yield: 40%) in the form of yellow crystals.

Aufarbeitung

  1. customat 40° C
  2. customcrystals thus formed
  3. filtrationwere filtered
  4. dissolutionThe crystals were dissolved in 100 ml of water
  5. extractionextracted with ethyl acetate
  6. concentrationThe organic layer was concentrated
  7. customthe obtained brown solid was purified
  8. washaccording to silica gel column chromatography (eluted with ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-517b720b359541f98cc401b5169b3e4a
Quelldatensatz
uspto-grants-1991_02
Patentnummer
US04996215

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