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1-Methylimidazole → Bromodecyl(methylimidazolium)hydrobromide

HRID 713171
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 713171
[Br:1][CH:2]([Br:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH3:13][N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>CC(C)=O>[BrH:1].[Br:12][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:15]1[NH:16][CH:17]=[CH:18][N+:14]=1[CH3:13]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 13901-MethylimidazoleHCID 110878771,1-Dibromodecane

Produkt 1

HCID 67395248Bromodecyl(methylimidazolium)hydrobromideAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

A dry 250 mL Schlenk flask was equipped with a magnetic stir bar, dropping funnel, and sealed with a rubber septum. Dibromodecane (73.0 g, 0.24 mol) was dissolved in acetone (50 ml) and added to the flask. The mixture was heated to 55° C. in an oil bath, and 1-methylimidazole (4.0 g, 48.7 mmol) was added over 90 minutes via dropping funnel through the top of the flask under nitrogen flow. After addition, the reaction was allowed to stir at 55° C. for 6 hours. The reaction was cooled and solvent was removed in vacuo. The residue was diluted with 150 mL of hexanes and 60 mL of ethyl acetate and placed in a separatory funnel. The bottom layer was removed and purified by column chromatography over silica (dichloromethane/methanol, 9:1 v/v). Yield: 68%.

Aufarbeitung

  1. customA dry 250 mL Schlenk flask was equipped with a magnetic stir bar
  2. customsealed with a rubber septum
  3. additionadded to the flask
  4. additionAfter addition
  5. temperatureThe reaction was cooled
  6. customsolvent was removed in vacuo
  7. additionThe residue was diluted with 150 mL of hexanes and 60 mL of ethyl acetate
  8. customplaced in a separatory funnel
  9. customThe bottom layer was removed
  10. custompurified by column chromatography over silica (dichloromethane/methanol, 9:1 v/v)

Quellen und Nachweise

ORD-Eintrag
ord-4f1ff46efd1f447ebac12335f02bb8cb
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09181364B2

Notizen zur Reaktion

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