Ammonia → HCID 178442466, Verbindung

HRID 216348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 216348
CC1C=CC(S([CH2:11][N+:12]#[C-:13])(=O)=O)=CC=1.[NH3:14].[CH3:15][C:16]([CH3:22])([CH2:20][CH3:21])[CH2:17][CH:18]=O.Cl>CO>[CH3:15][C:16]([CH3:22])([CH2:20][CH3:21])[CH2:17][C:18]1[N:14]=[CH:11][NH:12][CH:13]=1

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 161915Tosylmethyl isocyanideHCID 3724921118993-47-8

Produkt 1

HCID 178442466HCID 178442466, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

TosMIC (154 g, 0.9 mol) was added to an ambient temperature, saturated solution of ammonia in methanol (7 L). After stirring at ambient temperature for 1 h, 3,3-dimethylpentanal (ca. 0.6 mol) was added over 20 min. After stirring at reflux for 3 h, the reaction mixture was poured into cold 1 N hydrochloric acid and washed with hexane. The aqueous layer was basified with 10 N aqueous sodium hydroxide and extracted with ether. The combined organic extracts were washed with brine, dried (magnesium sulfate), filtered and concentrated in vacuo. Chromatography over silica eluting with 5-10% methanol/methylene chloride afforded 4-(2,2-dimethylbutyl)-1H-imidazole.

Aufarbeitung

  1. stirringAfter stirring
  2. temperatureat reflux for 3 h
  3. washwashed with hexane
  4. extractionextracted with ether
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-573d48c680b94777bb80614644ff0e99
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193228B2

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