Water → 1-(2-Phthalimidoethyl)-4,5-diphenylimidazole

HRID 362895Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 362895
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].Cl[CH2:14][CH2:15][N:16]1[C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:19]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[N:18]=[CH:17]1.O>CN(C=O)C.C(Cl)(Cl)Cl>[C:1]1(=[O:11])[N:5]([CH2:14][CH2:15][N:16]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:19]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:18]=[CH:17]2)[C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12

Komponenten

6

Edukt 3

HCID 962WaterHCID 24194345Phthalimide potassium saltHCID 542225981-(2-Chloroethyl)-4,5-diphenylimidazole

Produkt 1

HCID 539687861-(2-Phthalimidoethyl)-4,5-diphenylimidazoleAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Step 2): A mixture of potassium phthalimide (0.21 g, 1.1 mmol) and 1-(2-chloroethyl)-4,5-diphenylimidazole (0.32 g, 1.1 mmol) in dry DMF (10 ml) was heated at 60°-70° C. for 6 hours. The reaction mixture was cooled, diluted with chloroform, poured into water and extracted with chloroform. The organic layer was dried (MgSO4) and concentrated. The residue was purified by column chromatography on silica gel (40% ethyl acetate in chloroform) to give 1-(2-phthalimidoethyl)-4,5-diphenylimidazole (73.0%).

Aufarbeitung

  1. temperaturewas heated at 60°-70° C. for 6 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with chloroform
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography on silica gel (40% ethyl acetate in chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-b9b7c5b046e0459fb54543dbd79ec6ea
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872115

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