Methyl Ethyl Ketone → 1,4,5-Triphenyl-3-(7-bromoheptyl)imidazol-2-one

HRID 1376328Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1376328
[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH:9][C:8]2=[O:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:25][C:26](Br)(CCC)[CH2:27][CH2:28]C.C(=O)([O-])[O-].[K+].[K+].[CH3:40][C:41](=O)[CH2:42][CH3:43]>>[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:9]([CH2:40][CH2:41][CH2:42][CH2:43][CH2:28][CH2:27][CH2:26][Br:25])[C:8]2=[O:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 4

HCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 6285441,4,5-Triphenyl-1,3-dihydro-2H-imidazol-2-oneHCID 216791024,4-Dibromoheptane

Produkt 1

HCID 229163881,4,5-Triphenyl-3-(7-bromoheptyl)imidazol-2-oneAusbeute 46 %

Versuchsvorschrift

A mixture of 1,4,5-triphenylimidazol-2-one (15.3g), dibromoheptane (50.6g) and potassium carbonate (13.8g) was heated at reflux temperature in dry butanone (750m1) for.20 hours. The mixture was cooled, filtered and the flitrate evaporated to an oil which was chromatographed on silica gel (hexane/ethyl acetate) to give 1,4,5-triphenyl-3-(7-bromoheptyl)imidazole-2-one (11.1 g, 46%) as an oil.

Aufarbeitung

  1. temperaturewas heated
  2. custom20 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. customthe flitrate evaporated to an oil which
  6. customwas chromatographed on silica gel (hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-9080f85e7795482398c6529e48712144
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05663053

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