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Toluene → 1,3-Dimethyl-4,5-diphenylimidazolium iodide

HRID 446707
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 446707
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:4]=[CH:3]1.[CH3:13][I:14].[C:15]1(C)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[I-:14].[CH3:1][N+:2]1[C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:4]([CH3:13])[CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 1140TolueneHCID 6328Methyl iodide2×HCID 27487821-methyl-4-phenyl-1H-imidazole

Produkt 1

HCID 122768351,3-Dimethyl-4,5-diphenylimidazolium iodideAusbeute 98 %

Versuchsvorschrift

In a 25 ml one-necked flask, there is dissolved 0.240 g (1.024 mmol) of 1-methyl-4-phenylimidazole, which was obtained according to W. Collibee et al., Tetrahedron Letters (1985), 62(6), 1595-96, in 7 ml of toluene and then 100 μl of methyl iodide are added. After 15 days of heating under reflux while adding 100 μl of methyl iodide every day, the reaction medium is concentrated under reduced pressure. The residue is taken up in 50 ml of diisopropyl ether. The precipitate formed is drained, washed twice with 5 ml of diisopropyl ether, and then dried under reduced pressure. 0.370 g (98%) of 1,3-dimethyl-4,5-diphenylimidazolium iodide is thus obtained in the form of a pale yellow solid whose characteristics are the following:

Aufarbeitung

  1. customwhich was obtained
  2. temperatureAfter 15 days of heating
  3. temperatureunder reflux
  4. concentrationthe reaction medium is concentrated under reduced pressure
  5. customThe precipitate formed
  6. washwashed twice with 5 ml of diisopropyl ether
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-24c66a1fb77e42fcba3f8ad506f7ebae
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08481522B2

Notizen zur Reaktion

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