1-Methylimidazole → HCID 178443590, Verbindung

HRID 2208650

Reaktionsgleichung

Reaktionsgleichung von HRID 2208650
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[Br:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]>>[Br-:7].[CH2:8]([N+:4]1[CH:5]=[CH:6][N:2]([CH3:1])[CH:3]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Komponenten

3

Edukt 2

HCID 13901-MethylimidazoleHCID 81401-Bromooctane

Produkt 1

HCID 178443590HCID 178443590, VerbindungAusbeute 96,2 %

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A 35 mL glass pressure tube (Ace Glass Cat#8648-07) containing a stir bar was charged with 4.105 g (0.050 moles) of 1-methylimdazole followed by 9.656 g (0.050 moles) of 1-bromooctane. The tube was sealed with a threaded Teflon plug and an O-ring and the tubes were placed in an oil bath on a VWR stirring hot plate. The temperature was raised to 90° C. and maintained at this temperature for 16 hours during which time the solution became viscous and the stir bar had stopped. The tube was removed from the bath and mixed vigorously on a vortexing mixer to completely mix the two layers and the tube replaced into the oil bath at 90° C. and the temperature raised to 90° C. The tube was heated for another hour and then mixed vigorously a second time followed by another hour of heating at 90° C. The cycle was repeated once more until the viscous liquid was homogeneous. The liquid was extracted with equal volumes of ethyl acetate three times followed by rotary evaporation to remove the residual ethyl acetate to give 13.239 g of the 1-hexyl-3-methylimidazolium bromide as a viscous lightly yellow colored oil. Compound is also available from loLiTec (Heilbronn, Germany).

Aufarbeitung

  1. additionA 35 mL glass pressure tube (Ace Glass Cat#8648-07) containing a stir bar
  2. customan O-ring and the tubes were placed in an oil bath on a VWR
  3. temperaturemaintained at this temperature for 16 hours during which time the solution
  4. customThe tube was removed from the bath
  5. additionmixed vigorously on a vortexing mixer
  6. additionto completely mix the two layers
  7. customreplaced into the oil bath at 90° C.
  8. temperaturethe temperature raised to 90° C
  9. temperatureThe tube was heated for another hour
  10. additionmixed vigorously a second time
  11. waitfollowed by another hour
  12. temperatureof heating at 90° C
  13. extractionThe liquid was extracted with equal volumes of ethyl acetate three times
  14. customfollowed by rotary evaporation
  15. customto remove the residual ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-6e42c95aa74143d6b97dd7a294839594
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376709B2

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