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Benzyl Bromide → 1-Benzyl-2-[1-(2,3-dimethylphenyl)ethyl]-1h-imidazole

HRID 1984732
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1984732
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([C:11]1[NH:12][CH:13]=[CH:14][N:15]=1)[CH3:10].C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CC(C)=O>[CH2:22]([N:15]1[CH:14]=[CH:13][N:12]=[C:11]1[CH:9]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]=1[CH3:1])[CH3:10])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 216625422-(1-(2,3-Dimethylphenyl)ethyl)-1H-imidazole

Produkt 1

HCID 247391001-Benzyl-2-[1-(2,3-dimethylphenyl)ethyl]-1h-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a suspension of the compound of Example 1 (100 mg, 0.50 mmol) and caesium carbonate (407 mg, 1.25 mmol) in acetone (4 ml) was added benzyl bromide (171 mg, 1.00 mmol). The reaction mixture was stirred at room temperature, under nitrogen, for 18 h and then concentrated in vacuo. The residue was partitioned between water (10 ml) and ethyl acetate (10 ml) and the two layers were separated. The aqueous layer was extracted with ethyl acetate (10 ml) and the combined organic phases were dried (MgSO4) and concentrated in vacuo.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between water (10 ml) and ethyl acetate (10 ml)
  3. customthe two layers were separated
  4. extractionThe aqueous layer was extracted with ethyl acetate (10 ml)
  5. dry with materialthe combined organic phases were dried (MgSO4)
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-565ae888b9b646f593a9f6f7bd46e972
Quelldatensatz
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07544706B2

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