Hydrochloric Acid → 4-bromo-2-methyl-1H-imidazole-5-carbaldehyde

HRID 1828791Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1828791
[Br:1][C:2]1[N:3]=[C:4]([CH3:17])[N:5](COCC[Si](C)(C)C)[C:6]=1[CH:7]=[O:8].Cl>C(O)C>[Br:1][C:2]1[NH:3][C:4]([CH3:17])=[N:5][C:6]=1[CH:7]=[O:8]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 220586064-Bromo-2-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)imidazole-5-carbaldehyde

Produkt 1

HCID 122374954-bromo-2-methyl-1H-imidazole-5-carbaldehydeAusbeute 83,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Bromo-2-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)imidazole-5-carbaldehyde (18.5 g) was dissolved in ethanol (80 ml) and 6N hydrochloric acid (80 ml) was added. The mixture was refluxed under heating for 1 hr. The solvent was evaporated under reduced pressure and saturated aqueous sodium hydrogencarbonate solution was added under ice-cooling until the mixture assumed weak alkalinity. The precipitated crystals were collected by filtration, and the crystals were washed with methanol and heat-dried under reduced pressure to give 5-bromo-2-methylimidazole-4-carbaldehyde (9.17 g) as white crystals.

Aufarbeitung

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 1 hr
  3. customThe solvent was evaporated under reduced pressure and saturated aqueous sodium hydrogencarbonate solution
  4. additionwas added under ice-
  5. temperaturecooling until the mixture
  6. filtrationThe precipitated crystals were collected by filtration
  7. washthe crystals were washed with methanol
  8. customheat-dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dddaaa56706f4167abc1d93f50abdd67
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07060721B1

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