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1-Bromopropane → 1-Propyl-1H-imidazole-2-carbaldehyde

HRID 445231
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 445231
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[O:7].CN1C[CH2:12][CH2:11][C:10]1=O.BrCCC.C(=O)([O-])[O-].[K+].[K+]>O>[CH2:10]([N:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[O:7])[CH2:11][CH3:12]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 249551H-imidazole-2-carbaldehyde

Produkt 1

HCID 47776601-Propyl-1H-imidazole-2-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To 1H-imidazole-2-carboaldehyde (800 mg), N-methylpyrrolidone (10 mL) was added, followed by dissolution with heating. To this solution, 1-bromopropane (2.05 g) and potassium carbonate (1.15 g) were added. The reaction solution was stirred at 40° C. for 12 hours. To the reaction solution, water (10 mL) was added. The aqueous layer was extracted twice with ethyl acetate. The organic layers were combined, washed with saturated brine and then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (dichloromethane) to obtain the title compound (893 mg) having the following physical properties.

Aufarbeitung

  1. dissolutionfollowed by dissolution
  2. temperaturewith heating
  3. extractionThe aqueous layer was extracted twice with ethyl acetate
  4. washwashed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-994bf3d5af834c759d762f6f2d57f978
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08476290B2

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