2,4,5-Triphenylimidazole → HCID 86751077, Verbindung

HRID 265355

Reaktionsgleichung

Reaktionsgleichung von HRID 265355
[C:1]1([C:7]2[NH:8][C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.BrC[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=O.[C:37](=O)([O-])[O-:38].[K+].[K+]>CC(=O)CC>[CH2:35]([O:34][C:32](=[C:37]=[O:38])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][N:11]1[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:9]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:8]=[C:7]1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:36]

Komponenten

5

Edukt 3

HCID 102322,4,5-TriphenylimidazoleHCID 11430Potassium CarbonateHCID 264813Ethyl 8-bromooctanoate

Produkt 1

HCID 86751077HCID 86751077, VerbindungAusbeute 48,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of 2,4,5-triphenylimidazole (11 g), ethyl 8-bromooctanoate (18.64 g), anhydrous potassium carbonate (51.3 g) and dry butanone (350 ml) was heated at reflux for 26 h. The cooled reaction mixture was filtered to remove inorganics and the filtrate was evaporated to dryness in vacuo. The residue was stirred in hexane and unreacted 2,4,5-triphenylimidazole was collected by filtration (3.1 g). The filtrate was cooled and a white precipitate was collected. Recrystallisation from hexane gave 1-(7-ethoxy-carbonyl-heptyl)-2,4,5-triphenylimidazole (8.37 g, 48.4%) as a white solid, m.p. 65°-7°.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 26 h
  3. customThe cooled reaction mixture
  4. filtrationwas filtered
  5. customto remove inorganics
  6. customthe filtrate was evaporated to dryness in vacuo
  7. filtrationunreacted 2,4,5-triphenylimidazole was collected by filtration (3.1 g)
  8. temperatureThe filtrate was cooled
  9. customa white precipitate was collected
  10. customRecrystallisation from hexane

Quellen und Nachweise

ORD-Eintrag
ord-de315edf787b4354befe83bbfa06f099
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648373

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